GB606191A - Improvements in or relating to thiophene compounds and processes of preparing the same - Google Patents
Improvements in or relating to thiophene compounds and processes of preparing the sameInfo
- Publication number
- GB606191A GB606191A GB22784/45A GB2278445A GB606191A GB 606191 A GB606191 A GB 606191A GB 22784/45 A GB22784/45 A GB 22784/45A GB 2278445 A GB2278445 A GB 2278445A GB 606191 A GB606191 A GB 606191A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbomethoxy
- keto
- group
- tetrahydrothiophenes
- acylamido
- 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)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
2-Alkylidene-3-keto-4-acylamido-tetrahydrothiophenes of the general formula <FORM:0606191/IV(b)/1> wherein R is an acyl group, R1 is a hydrogen atom or a carboxy, carboalkoxy, carboaryloxy, carboarylalkoxy group, or a group (other than an aldehyde group) readily converted to carboxy, and n is a small integer not exceeding 10, are prepared by condensing 3-keto-4-acylamido - tetrahydrothiophenes with aliphatic aldehydes of the formula OCH.(CH2)nR1 preferably in the presence of piperidine acetate as a catalyst at about room temperature (30 DEG C.) under essentially neutral conditions and using a substantially inert organic solvent such as alcohol. Examples are given of the preparation of the above products by condensing 3 - keto - 4 - benzamido - tetrahydrothiophene with (1) 3 - carbomethoxy - propanal - 1; (2) 4-carbomethoxy-butanal-1; (3) valeraldehyde; (4) 5-carboethoxy-pentanal-1 in the presence of piperidine acetate. The product of example (2) treated with p-nitrophenylhydrazine gives the corresponding p-nitrophenyl hydrazone. 4-Carbomethoxy-butyral-1 is prepared by heating together 1 : 3 - dicarboxy - propane and methanol, treating the product with thionyl chloride and hydrogenating in the presence of palladium as catalyst. Specifications 606,190 and 606,196 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US606191XA | 1944-09-16 | 1944-09-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB606191A true GB606191A (en) | 1948-08-10 |
Family
ID=22030662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22784/45A Expired GB606191A (en) | 1944-09-16 | 1945-09-04 | Improvements in or relating to thiophene compounds and processes of preparing the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB606191A (en) |
-
1945
- 1945-09-04 GB GB22784/45A patent/GB606191A/en not_active Expired
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