GB912289A - New basic ethers and processes for their production - Google Patents
New basic ethers and processes for their productionInfo
- Publication number
- GB912289A GB912289A GB2005160A GB2005160A GB912289A GB 912289 A GB912289 A GB 912289A GB 2005160 A GB2005160 A GB 2005160A GB 2005160 A GB2005160 A GB 2005160A GB 912289 A GB912289 A GB 912289A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compounds
- reacting
- heterocyclic
- alkylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000002170 ethers Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 5
- -1 polymethyleneimino Polymers 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical group OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000002690 malonic acid derivatives Chemical class 0.000 abstract 1
- 150000002691 malonic acids Chemical class 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/06—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/06—Peri-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0912289/IV (b)/1> (wherein X is a direct linkage, a methylene or ethylene radical or a sulphur atom, Y and Z are each hydrogen atoms, R is hydrogen or a hydrocarbon radical of at most 10 carbon atoms, Am is a di-(C1-4 alkyl)-amino group or a polymethyleneimino or morpholino group and 'alkylene' is an alkylene radical of 2 or 3 carbon atoms), their salts with inorganic and organic acids and their preparation (1) by reacting a reactive ester of an alcohol of the formula Am-alkylene-OH with a salt of the appropriate heterocyclic phenol; or (2) by reacting an amine of the formula Am-H with a reactive ester of the appropriate heterocyclic alcohol, if necessary in the presence of an acid binding agent. Examples are given, R, when hydrocarbon, being various alkyl, aryl and aralkyl groups, and a list of salt-forming acids is provided. Compounds of the formula <FORM:0912289/IV (b)/2> or the diketo tautomers thereof, are prepared by reacting compounds of the formula <FORM:0912289/IV (b)/3> with suitable malonic acid derivatives, such as diaryl or dialkyl esters of a -substituted malonic acids, which are heated with the N-heterocyclic compounds at 250-300 DEG C. If R is hydrogen, malonic acid itself may be used, at 100-110 DEG C. in the presence of phosphorus oxychloride; or compounds wherein R is benzyl may be debenzylated by heating with aluminium halides at about 250 DEG C. Reactive esters of compounds of the formula <FORM:0912289/IV (b)/4> e.g. halides, are prepared by reacting alkali metal salts of heterocyclic phenols of the formula III with reactive esters of alkane diols.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7417459A CH374677A (en) | 1959-06-09 | 1959-06-09 | Process for the production of new basic ethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB912289A true GB912289A (en) | 1962-12-05 |
Family
ID=4533221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2005160A Expired GB912289A (en) | 1959-06-09 | 1960-06-08 | New basic ethers and processes for their production |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH374677A (en) |
| ES (1) | ES258750A1 (en) |
| GB (1) | GB912289A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993015083A1 (en) * | 1992-01-27 | 1993-08-05 | Fujisawa Pharmaceutical Co., Ltd. | Heterotricyclic derivatives, process for their preparation and pharmaceutical compositions containing them |
-
1959
- 1959-06-09 CH CH7417459A patent/CH374677A/en unknown
-
1960
- 1960-05-08 ES ES0258750A patent/ES258750A1/en not_active Expired
- 1960-06-08 GB GB2005160A patent/GB912289A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993015083A1 (en) * | 1992-01-27 | 1993-08-05 | Fujisawa Pharmaceutical Co., Ltd. | Heterotricyclic derivatives, process for their preparation and pharmaceutical compositions containing them |
| CN1035255C (en) * | 1992-01-27 | 1997-06-25 | 藤泽药品工业株式会社 | Heterotricyclic derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| CH374677A (en) | 1964-01-31 |
| ES258750A1 (en) | 1960-11-16 |
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