GB737567A - Improvements in or relating to guanidino dithiocarbamic acids and preparation thereof - Google Patents
Improvements in or relating to guanidino dithiocarbamic acids and preparation thereofInfo
- Publication number
- GB737567A GB737567A GB14729/52A GB1472952A GB737567A GB 737567 A GB737567 A GB 737567A GB 14729/52 A GB14729/52 A GB 14729/52A GB 1472952 A GB1472952 A GB 1472952A GB 737567 A GB737567 A GB 737567A
- Authority
- GB
- United Kingdom
- Prior art keywords
- guanidino
- inner salt
- refluxed
- acid
- carbon disulphide
- 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
- HWSVUOAFEQLJIQ-UHFFFAOYSA-N (diaminomethylideneamino)carbamodithioic acid Chemical class NC(N)=NNC(S)=S HWSVUOAFEQLJIQ-UHFFFAOYSA-N 0.000 title abstract 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 8
- 150000003839 salts Chemical class 0.000 abstract 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000000706 filtrate Substances 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- OTXHZHQQWQTQMW-UHFFFAOYSA-N (diaminomethylideneamino)azanium;hydrogen carbonate Chemical compound OC([O-])=O.N[NH2+]C(N)=N OTXHZHQQWQTQMW-UHFFFAOYSA-N 0.000 abstract 1
- OLBJUUOODGEESP-UHFFFAOYSA-N 1-amino-1-ethylguanidine;hydrochloride Chemical compound Cl.CCN(N)C(N)=N OLBJUUOODGEESP-UHFFFAOYSA-N 0.000 abstract 1
- XBTVDMIKUYTKQC-UHFFFAOYSA-N 1-amino-1-methylguanidine;hydrochloride Chemical compound Cl.CN(N)C(N)=N XBTVDMIKUYTKQC-UHFFFAOYSA-N 0.000 abstract 1
- ZRZXZUUVGRLPEI-UHFFFAOYSA-N 1-amino-1-methylguanidine;sulfuric acid Chemical compound OS(O)(=O)=O.CN(N)C(N)=N.CN(N)C(N)=N ZRZXZUUVGRLPEI-UHFFFAOYSA-N 0.000 abstract 1
- UBDZFAGVPPMTIT-UHFFFAOYSA-N 2-aminoguanidine;hydron;chloride Chemical compound [Cl-].NC(N)=N[NH3+] UBDZFAGVPPMTIT-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- -1 N1 - methylguanidino Chemical group 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises guanidino-dithiocarbamic acids of the general formula <FORM:0737567/IV (b)/1> wherein R1, R2 and R3 are the same or different and are hydrogen or alkyl groups. The acids are prepared by reacting an amino guanidine of the formula <FORM:0737567/IV (b)/2> or an acid salt thereof with carbon disulphide, preferably in the presence of a base when a salt is employed. In examples (1) aminoguanidine bicarbonate in glacial acetic acid and ethanol is refluxed with carbon disulphide, and the excess solvents removed, yielding guanidino dithiocarbamic acid (inner salt). The reaction is also carried out in the presence of anhydrous sodium carbonate or pyridine; (2) aminoguanidine hydrochloride in methanol containing sodium methoxide is refluxed, filtered, and the filtrate refluxed with carbon disulphide to yield guanidino dithiocarbamic acid (inner salt); (3) N-methyl - N - aminoguanidinium sulphate in aqueous ethanol is boiled with sodium acetate, the mixture filtered and the filtrate refluxed with carbon disulphide giving N-methylguanidino-N-dithiocarbamic acid (inner salt); (4) N1-methyl-N-aminoguanidine hydrochloride similarly yields N1 - methylguanidino - N - dithiocarbamic acid inner salt) (using potassium carbonate as a base); (5) N1-ethyl-N-aminoguanidine hydrochloride is likewise converted to N1-ethyl-guanidino-N-dithiocarbamic acid (inner salt). Specification 737,568 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB14729/52A GB737567A (en) | 1952-06-11 | 1952-06-11 | Improvements in or relating to guanidino dithiocarbamic acids and preparation thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB14729/52A GB737567A (en) | 1952-06-11 | 1952-06-11 | Improvements in or relating to guanidino dithiocarbamic acids and preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB737567A true GB737567A (en) | 1955-09-28 |
Family
ID=10046445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14729/52A Expired GB737567A (en) | 1952-06-11 | 1952-06-11 | Improvements in or relating to guanidino dithiocarbamic acids and preparation thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB737567A (en) |
-
1952
- 1952-06-11 GB GB14729/52A patent/GB737567A/en not_active Expired
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