GB689243A - Preparation of 2-mercaptothiazolone-5 - Google Patents
Preparation of 2-mercaptothiazolone-5Info
- Publication number
- GB689243A GB689243A GB254850A GB254850A GB689243A GB 689243 A GB689243 A GB 689243A GB 254850 A GB254850 A GB 254850A GB 254850 A GB254850 A GB 254850A GB 689243 A GB689243 A GB 689243A
- Authority
- GB
- United Kingdom
- Prior art keywords
- added
- solution
- carbon disulphide
- aqueous ammonia
- ammonia
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2 - Mercaptothiazolone - 5 is prepared by reacting aminoacetamide or a salt thereof with carbon disulphide either in the presence of aqueous ammonia solution with or without a water-soluble solvent for carbon disulphide, or in the presence of a weak base with such a solvent, followed by acidification of the reaction product with a mineral acid, the amount of ammonia or weak base being at least 1 equivalent in addition to any amount required to neutralize the salt when used. By "weak base" is meant a base weaker than alkali and alkaline earth hydroxides but no weaker than aminoacetamide. The aminoacetamide may be formed in situ from an ester of chloracetic acid and aqueous ammonia. In examples: (1) ethyl chloroacetate is allowed to stand with aqueous ammonia, carbon disulphide is added and the solution is then concentrated, cooled and acidified with concentrated hydrochloric acid solution; (2) the above example is repeated but alcohol is added as well as carbon disulphide; (3) aqueous ammonia is slowly added to ethyl chloroacetate, the solution is concentrated, ammonia and carbon disulphide are added and the process continued as in (1); (4) ethyl chloroacetate is added to aqueous ammonia, the solution concentrated and neutralized with caustic soda, alcohol and carbon disulphide are added, followed by sodium carbonate, and finally the solution is diluted, cooled and acidified; (5) ethyl chloroacetate is added to aqueous ammonia, the solution is evaporated, ammonia and ammonium dithiocarbamate are added, and the solution finally acidified; (6) aminoacetamide hydrochloride is treated with aqueous ammonia, alcohol and carbon disulphide are then added, excess of ammonia is removed in vacuo at 30 DEG C. and the solution is acidified; and (7) aminoacetamide hydrochloride in water is neutralized with sodium hydroxide solution, alcohol and carbon disulphide and then sodium carbonate are added, followed by acidification to precipitate the product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB254850A GB689243A (en) | 1950-01-31 | 1950-01-31 | Preparation of 2-mercaptothiazolone-5 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB254850A GB689243A (en) | 1950-01-31 | 1950-01-31 | Preparation of 2-mercaptothiazolone-5 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB689243A true GB689243A (en) | 1953-03-25 |
Family
ID=9741527
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB254850A Expired GB689243A (en) | 1950-01-31 | 1950-01-31 | Preparation of 2-mercaptothiazolone-5 |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB689243A (en) |
-
1950
- 1950-01-31 GB GB254850A patent/GB689243A/en not_active Expired
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