GB609722A - Improvements in or relating to the preparation of esters of beta-benzyl mercaptovaline, and derivatives and intermediates thereof - Google Patents
Improvements in or relating to the preparation of esters of beta-benzyl mercaptovaline, and derivatives and intermediates thereofInfo
- Publication number
- GB609722A GB609722A GB17553/45A GB1755345A GB609722A GB 609722 A GB609722 A GB 609722A GB 17553/45 A GB17553/45 A GB 17553/45A GB 1755345 A GB1755345 A GB 1755345A GB 609722 A GB609722 A GB 609722A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyl
- acid
- mercaptovaline
- beta
- esters
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Esters of alpha-nitro-beta-benzyl mercapto isovaleric acid, which may be produced by reacting an ester of alpha-nitro-dimethyl acrylic acid with benzyl mercaptan, are reduced in acid solution at a temperature not exceeding 50 DEG C. to yield the corresponding esters of betabenzyl mercaptovaline. The free acid, betabenzyl mercaptovaline, is prepared from its esters by hydrolysis. The reduction is preferably effected by treating the compounds with a metal and acid in a solvent, e.g. with tin and dry hydrogen chloride in anhydrous methanol. Zinc and acids such as acetic acid or other solvents such as glacial acetic acid may also be used. In examples: (1) benzyl mercaptan is slowly added to ethyl alpha-nitrodimethyl acrylate so as to maintain the temperature at about 50 DEG C. The crude product, ethyl alpha-nitro-beta-benzyl mercapto isovalerate is then reduced with tin and dry HCl in methanol at a temperature not exceeding 50 DEG C. The complex tin salt is removed and dissolved in methanol, sodium bicarbonate being then added to a pH of 6 to 7. This solution is treated with hydrogen sulphide to remove all the tin and the residue after evaporating the filtrate is dissolved in methanol to remove sodium chloride. The filtrate is evaporated to obtain beta-benzyl-mercaptovaline ethyl ester hydrochloride; (2) the product of example (1) is refluxed with hydrochloric acid and beta-benzyl mercaptovaline is precipitated by adjusting the solution to a pH of 6 with sodium hydroxide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US609722XA | 1944-07-17 | 1944-07-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB609722A true GB609722A (en) | 1948-10-06 |
Family
ID=22032875
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB17553/45A Expired GB609722A (en) | 1944-07-17 | 1945-07-10 | Improvements in or relating to the preparation of esters of beta-benzyl mercaptovaline, and derivatives and intermediates thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB609722A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7105606B2 (en) | 2002-10-17 | 2006-09-12 | Lanxess Inc. | Polymer blends comprising low molecular weight nitrile rubber |
-
1945
- 1945-07-10 GB GB17553/45A patent/GB609722A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7105606B2 (en) | 2002-10-17 | 2006-09-12 | Lanxess Inc. | Polymer blends comprising low molecular weight nitrile rubber |
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