CN105949091A - Method of preparing 2-chlorosulfonylmethyl benzoate from phthalic anhydride and urea - Google Patents
Method of preparing 2-chlorosulfonylmethyl benzoate from phthalic anhydride and urea Download PDFInfo
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- CN105949091A CN105949091A CN201610152256.3A CN201610152256A CN105949091A CN 105949091 A CN105949091 A CN 105949091A CN 201610152256 A CN201610152256 A CN 201610152256A CN 105949091 A CN105949091 A CN 105949091A
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- phthalic anhydride
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- niobe
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 55
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 title claims description 31
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 title claims description 31
- 239000004202 carbamide Substances 0.000 title claims description 28
- 238000000034 method Methods 0.000 title claims description 25
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 42
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 33
- 238000006243 chemical reaction Methods 0.000 claims description 31
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 28
- 235000013877 carbamide Nutrition 0.000 claims description 27
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 claims description 26
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 22
- 238000007254 oxidation reaction Methods 0.000 claims description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 15
- 235000010288 sodium nitrite Nutrition 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- GQBONCZDJQXPLV-UHFFFAOYSA-N 4-aminoisoindole-1,3-dione Chemical group NC1=CC=CC2=C1C(=O)NC2=O GQBONCZDJQXPLV-UHFFFAOYSA-N 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 238000012360 testing method Methods 0.000 claims description 9
- 230000003647 oxidation Effects 0.000 claims description 7
- 238000005987 sulfurization reaction Methods 0.000 claims description 7
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 6
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 6
- 239000003153 chemical reaction reagent Substances 0.000 claims description 6
- 230000015556 catabolic process Effects 0.000 claims description 5
- 238000006731 degradation reaction Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 239000001117 sulphuric acid Substances 0.000 claims description 5
- 235000011149 sulphuric acid Nutrition 0.000 claims description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 229910021529 ammonia Inorganic materials 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910000365 copper sulfate Inorganic materials 0.000 description 3
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 2
- 239000003513 alkali Chemical group 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- HCXVRWNMKLEOKO-UHFFFAOYSA-N 2-benzofuran-1,3-dione;urea Chemical compound NC(N)=O.C1=CC=C2C(=O)OC(=O)C2=C1 HCXVRWNMKLEOKO-UHFFFAOYSA-N 0.000 description 1
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000012445 acidic reagent Substances 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 238000004176 ammonification Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000664 diazo group Chemical class [N-]=[N+]=[*] 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 125000000626 sulfinic acid group Chemical group 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/12—Formation of amino and carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/14—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by sulfoxidation, i.e. by reaction with sulfur dioxide and oxygen with formation of sulfo or halosulfonyl groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a method of preparing 2-chlorosulfonylmethyl benzoate from phthalic anhydride and urea. The method includes the steps of 1) adding solid phthalic anhydride and urea into a reaction kettle and heating the materials to 135-143 DEG C to carry out a reaction to prepare o-aminobenzene dicarboximide, feeding the o-aminobenzene dicarboximide with water and sodium hydroxide into a first tubular reactor, forcedly cooling the mixture to -12 - -15 DEG C; 2) adding methanol and a sodium hypochlorite solution to perform Hoffman degradation reaction, and separating the reaction product to obtain o-aminomethyl benzoate; 3) according to the same mass ratio, feeding the o-aminomethyl benzoate and a sodium nitrite solution to a second tubular reactor, cooling the reactants to 0 DEG C, and adding sulfuric acid to perform a diazo-reaction for 11.5-11.8 s; and 4) continuously performing a cyclic sulfurization oxidation tubular reaction for 2 h, when the reactants show a dark green color on an benzidine-ethylamine test paper, adding methylbenzene and separating the reactant to obtain the 2-chlorosulfonylmethyl benzoate. The method is safe and simple, is advanced and integrated, is high in synthesis efficiency, has less side reactions and greatly reduces influence due to human factors.
Description
Technical field
The present invention relates to the preparation method of 2-chlorosulfonyl essence of Niobe, particularly relate to a kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide.
Background technology
At present, 2-chlorosulfonyl essence of Niobe is prepared by the following method: 1, amination, degrade, methyl 2-aminobenzoate is prepared in esterification.
Phthalic anhydride is added reactor, and below 0 DEG C, ammonia reaction, is warming up to 48-50 DEG C, is adding Caustic soda, is making temperature control at 50-70 DEG C, and pH value is maintained at about 9.Insulation 6---8 catches up with ammonia 2h, then cooling-15 DEG C, adds the methanol of 0 DEG C of pre-cooling and the liquor natrii hypochloritis of-8 DEG C, reacts 45min, then be gradually heating to 28 DEG C less than-5 DEG C, and testing with potassium iodide starch test paper should be in without colour response.It is heated to 50 DEG C of winters 90 DEG C, adds 90 DEG C of hot water, stirring and dissolving, filter after standing, separate, obtain methyl 2-aminobenzoate.
2, heavily ammonification, displacement, chlorination production neighbour's sulfonyl benzoate formyl
Methyl 2-aminobenzoate and sodium nitrite solution being pressed 1:1 stirring and evenly mixing, is added drop-wise in the nitration mixture in diazonium pot reaction, start the temperature about 5 DEG C of dropping, reaction temperature is less than 20 DEG C, and terminal potassium iodide and starch liquid is light green.This diazo reaction liquid is cooled to 5-8 DEG C, adds 1:0.6 copper sulfate and be passed through SO2(about 1h has led to), ratio was by 1:0.76, generate adjacent sulfinic acid essence of Niobe, should show colourless with H-acid reagent paper test displacement terminal, add toluene ratio and press 1:1,1:0.23 is pressed at 30～35 DEG C of logical chlorine fraction, the test of benzidine ethamine reagent paper is aobvious the most blackish green for chlorination terminal, generation o-sulfonylchloride methylbenzoate.
Summary of the invention
Present invention aim to address subproblem present in existing 2-chlorosulfonyl essence of Niobe technology of preparing, it is provided that a kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide.
It is an object of the invention to be achieved through the following technical solutions:
A kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide, comprises the steps of:
(1) solid phthalic anhydride and carbamide being added reactor and be heated to 135-143 DEG C of reaction 320-328 second, prepared adjacent aminobenzene dicarboximide is passed through the first tubular reactor together with water and sodium hydroxide and forces to be cooled to-12 DEG C to-15 DEG C；Add methanol, liquor natrii hypochloritis carries out hofmann's degradation, and the response time is the 48-52 second, is then peeled off obtaining anthranilic acid methyl ester；
(2) above-mentioned isolated anthranilic acid methyl ester and sodium nitrite solution are passed through 200 kilograms of sulphuric acid of addition after the second tubular reactor is cooled to 0 DEG C by same mass ratio; after carrying out the diazotising successive reaction 11.5-11.8 second; it is carried out continuously sulfidation-oxidation pipe reaction again 1-2 hour; it is deep blackish green rear addition toluene one ton with the test of benzidine ethamine reagent paper, is directly separated prepared 2-chlorosulfonyl essence of Niobe.
Preferably, described step (1) adds the solid phthalic anhydride of reactor and the mass ratio of carbamide is 1:0.25.
Preferably, in described step (1), the mass ratio of adjacent aminobenzene dicarboximide, water and alkali is 1:1:1.
Preferably, described in described step (1), the concentration of sodium hydroxide is 13.5-13.8%.
Preferably, in described step (1), the concentration of liquor natrii hypochloritis is 13.5-14.5%, liquor natrii hypochloritis's temperature-5 DEG C-0 DEG C, and quality is 3500 kilograms.
Preferably, in described step (1), methanol purity is 98%, temperature 0 DEG C, and quality is 3500 kilograms.
Preferably, described step (2) Sodium Nitrite solution concentration is 21.5-21.8%；Sulfuric acid concentration is 47.5-48.5%.
Preferably, in described step (2), the sulfuration tubular type response time of sulfidation-oxidation pipe reaction is 1.5 hours, and temperature is 26 DEG C, and pressure is 0.15-0.25MPa.
Preferably, in described step (2), the oxidation tubular type response time of sulfidation-oxidation pipe reaction is 0.5 hour, and temperature is 26-35 DEG C.
Preferably, described separation uses GQ125 type channel separator to complete.
Beneficial effects of the present invention: this process route and method: safety is brief, advanced integrated, combined coefficient is high, side reaction occurs few, greatly reduces the generation of anthropic factor, and equipment investment reduces 1/4 than former technique, there is no evaporating, emitting, dripping or leaking of liquid or gas, environmental pollution occurs thoroughly to improve production environment, labor intensity, and production cost is substantially reduced.Ammonia and phthalic anhydride reaction produce the danger of blast with the presence of ammonia, phthalic anhydride urea reaction does not has, and overcomes ammonia and the danger of phthalic anhydride reaction generation blast, improves yield, whole technique no longer adds copper sulfate, eliminates and adds copper sulfate and cause the step of the difficult technique of waste water.Liquor natrii hypochloritis's concentration is 13.5%-14.5%, and this technique can improve yield 3%-4%, and efficiency improves 1.2-1.5 times, and production environment becomes friendly.
Detailed description of the invention
In order to the present invention is better described, below in conjunction with the embodiment of the present invention, the technical scheme that the present invention is real is clearly and completely described.
A kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide, comprises the steps of:
(1) solid phthalic anhydride and carbamide being added reactor and be heated to 135-143 DEG C of reaction 320-328 second, prepared adjacent aminobenzene dicarboximide is passed through the first tubular reactor together with water and sodium hydroxide and forces to be cooled to-12 DEG C to-15 DEG C；Add methanol, liquor natrii hypochloritis carries out hofmann's degradation, and the response time is the 48-52 second, is then peeled off obtaining anthranilic acid methyl ester；
(2) above-mentioned isolated anthranilic acid methyl ester and sodium nitrite solution are passed through 200 kilograms of sulphuric acid of addition after the second tubular reactor is cooled to 0 DEG C by same mass ratio; after carrying out the diazotising successive reaction 11.5-11.8 second; it is carried out continuously sulfidation-oxidation pipe reaction again 1-2 hour; it is deep blackish green rear addition toluene one ton with the test of benzidine ethamine reagent paper, is directly separated prepared 2-chlorosulfonyl essence of Niobe.Described step (1) adds the solid phthalic anhydride of reactor and the mass ratio of carbamide is 1:0.25.In described step (1), the mass ratio of adjacent aminobenzene dicarboximide, water and sodium hydroxide is 1:1:1.Described in described step (1), the concentration of sodium hydroxide is 13.5-13.8%.In described step (1), the concentration of liquor natrii hypochloritis is 13.5-14.5%, liquor natrii hypochloritis's temperature-5 DEG C-0 DEG C, and quality is 3500 kilograms.In described step (1), methanol purity is 98%, temperature 0 DEG C, and quality is 3500 kilograms.Described step (2) Sodium Nitrite solution concentration is 21.5%-21.8%；Sulfuric acid concentration is 47.5%-48.5%；In described step (2), the sulfuration tubular type response time of sulfidation-oxidation pipe reaction is 1.5 hours, and temperature is 26 DEG C, and pressure is 15-0.25MPa.In described step (2), the oxidation tubular type response time of sulfidation-oxidation pipe reaction is 0.5 hour, and temperature is 26-35 DEG C.Described separation uses GQ125 type channel separator to complete.
Embodiment 1
A kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide, comprises the steps of:
(1) solid phthalic anhydride and carbamide being added reactor and be heated to 136 DEG C of reactions 320 seconds, the adjacent aminobenzene dicarboximide prepared is passed through the first tubular reactor together with water and sodium hydroxide and forces to be cooled to-15 DEG C；Add methanol, liquor natrii hypochloritis carries out hofmann's degradation by 1:0.5, and the response time is 48 seconds, is then peeled off obtaining anthranilic acid methyl ester；
Be passed through after the second tubular reactor is cooled to 0 DEG C by same mass ratio to add by above-mentioned isolated anthranilic acid methyl ester and sodium nitrite solution and be carried out continuously circulating sulfuration oxidation pipe reaction after sulphuric acid carries out diazo-reaction 11.5 seconds 2 hours, with the test of benzidine ethamine reagent paper for deep blackish green after add toluene and separate and prepare 2-chlorosulfonyl essence of Niobe.Described step (1) adds the solid phthalic anhydride of reactor and the mass ratio of carbamide is 1:0.25.In described step (1), the mass ratio of adjacent aminobenzene dicarboximide, water and alkali is 1:1:1.Described in described step (1), the concentration of sodium hydroxide is 13.5%.In described step (1), the concentration of liquor natrii hypochloritis is 13.5%, liquor natrii hypochloritis's temperature-5 DEG C-0 DEG C, and quality is 3500 kilograms.In described step (1), methanol purity is 98%, temperature 0 DEG C, and quality is 3500 kilograms.Described step (2) Sodium Nitrite solution concentration is 21.5%；Sulfuric acid concentration is 47.5%；In described step (2), the sulfuration tubular type response time of sulfidation-oxidation pipe reaction is 1.5 hours, and temperature is 26 DEG C, and pressure is 0.15MPa.In described step (2), the oxidation tubular type response time of sulfidation-oxidation pipe reaction is 0.5 hour, and temperature is 26 DEG C.Described separation uses GQ125 type channel separator to complete.
Embodiment 2
A kind of method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide, comprises the steps of:
(1) solid phthalic anhydride and carbamide being added reactor and be heated to 141 DEG C of reactions 325 seconds, the adjacent aminobenzene dicarboximide prepared is passed through the first tubular reactor together with water and sodium hydroxide and forces to be cooled to-15 DEG C；Add methanol, liquor natrii hypochloritis carries out hofmann's degradation by 1:0.5, and the response time is 52 seconds, is then peeled off obtaining anthranilic acid methyl ester；
(2) be passed through after the second tubular reactor is cooled to 0 DEG C by same mass ratio to add by above-mentioned isolated anthranilic acid methyl ester and sodium nitrite solution and be carried out continuously circulating sulfuration oxidation pipe reaction after sulphuric acid carries out diazo-reaction 11.8 seconds 2 hours, with the test of benzidine ethamine reagent paper for deep blackish green after add toluene and separate and prepare 2-chlorosulfonyl essence of Niobe.Described step (1) adds the solid phthalic anhydride of reactor and the mass ratio of carbamide is 1:0.25.In described step (1), the mass ratio of adjacent aminobenzene dicarboximide, water and sodium hydroxide is 1:1:1.Described in described step (1), the concentration of sodium hydroxide is 13.8%.In described step (1), the concentration of liquor natrii hypochloritis is 14.5%, liquor natrii hypochloritis's temperature-5 DEG C-0 DEG C, and quality is 3500 kilograms.In described step (1), methanol purity is 98%, temperature 0 DEG C, and quality is 3500 kilograms.Described step (2) Sodium Nitrite solution concentration is 21.8%；Sulfuric acid concentration is 48.5%；In described step (2), the sulfuration tubular type response time of sulfidation-oxidation pipe reaction is 1.5 hours, and temperature is 26 DEG C, and pressure is 0.15MPa.In described step (2), the oxidation tubular type response time of sulfidation-oxidation pipe reaction is 0.5 hour, and temperature is 30 DEG C.Described separation uses GQ125 type channel separator to complete.
The above; being only the present invention preferably detailed description of the invention, but protection scope of the present invention is not limited thereto, any those familiar with the art is in the technical scope of present disclosure; the change that can readily occur in or replacement, all should contain within protection scope of the present invention.Therefore, protection scope of the present invention should be as the criterion with the protection domain of claims.
Claims (10)
1. the method that 2-chlorosulfonyl essence of Niobe prepared by a phthalic anhydride carbamide, it is characterised in that comprise the steps of:
(1) solid phthalic anhydride and carbamide being added reactor and be heated to 135-143 DEG C of reaction 320-328 second, prepared adjacent aminobenzene dicarboximide is passed through the first tubular reactor together with water and sodium hydroxide and forces to be cooled to-12 DEG C to-15 DEG C；Add methanol, liquor natrii hypochloritis carries out hofmann's degradation, and the response time is the 48-52 second, is then peeled off obtaining anthranilic acid methyl ester；
(2) above-mentioned isolated anthranilic acid methyl ester and sodium nitrite solution are passed through 200 kilograms of sulphuric acid of addition after the second tubular reactor is cooled to 0 DEG C by same mass ratio; after carrying out the diazotising successive reaction 11.5-11.8 second; it is carried out continuously sulfidation-oxidation pipe reaction again 1-2 hour; it is deep blackish green rear addition toluene one ton with the test of benzidine ethamine reagent paper, is directly separated prepared 2-chlorosulfonyl essence of Niobe.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that add the solid phthalic anhydride of reactor in described step (1) and the mass ratio of carbamide is 1:0.25.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that in described step (1), the mass ratio of adjacent aminobenzene dicarboximide, water and sodium hydroxide is 1:1:1.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that described in described step (1), the concentration of sodium hydroxide is 13.5-13.8%.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1; it is characterized in that; in described step (1), the concentration of liquor natrii hypochloritis is 13.5-14.5%, liquor natrii hypochloritis's temperature-5 DEG C-0 DEG C, and quality is 3500 kilograms.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that in described step (1), methanol purity is 98%, temperature 0 DEG C, quality is 3500 kilograms.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that described step (2) Sodium Nitrite solution concentration is 21.5-21.8%；Sulfuric acid concentration is 47.5-48.5%.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1; it is characterized in that; in described step (2), the sulfuration tubular type response time of sulfidation-oxidation pipe reaction is 1.5 hours, and temperature is 26 DEG C, and pressure is 0.15-0.25MPa.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that in described step (2), the oxidation tubular type response time of sulfidation-oxidation pipe reaction is 0.5 hour, and temperature is 26-35 DEG C.
The method that 2-chlorosulfonyl essence of Niobe prepared by phthalic anhydride carbamide the most according to claim 1, it is characterised in that described separation uses GQ125 type channel separator to complete.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106905172A (en) * | 2017-01-10 | 2017-06-30 | 田振民 | A kind of preparation method of utilization micro passage reaction methyl anthranilate |
| CN112521344A (en) * | 2020-12-04 | 2021-03-19 | 宁夏蓝田农业开发有限公司 | Method for producing bentazone |
| CN114989025A (en) * | 2022-05-30 | 2022-09-02 | 沈阳万菱生物技术有限公司 | A kind of preparation method of methyl 2-amino-6-methylbenzoate |
| CN117024370A (en) * | 2023-08-24 | 2023-11-10 | 天津北方食品有限公司 | Microchannel reaction process for oxidation chlorination in saccharin production |
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|---|---|---|---|---|
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| CN114989025A (en) * | 2022-05-30 | 2022-09-02 | 沈阳万菱生物技术有限公司 | A kind of preparation method of methyl 2-amino-6-methylbenzoate |
| CN117024370A (en) * | 2023-08-24 | 2023-11-10 | 天津北方食品有限公司 | Microchannel reaction process for oxidation chlorination in saccharin production |
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