GB653319A - Improvements in or relating to the manufacture of malonates and cyanoacetates - Google Patents
Improvements in or relating to the manufacture of malonates and cyanoacetatesInfo
- Publication number
- GB653319A GB653319A GB1627/48A GB162748A GB653319A GB 653319 A GB653319 A GB 653319A GB 1627/48 A GB1627/48 A GB 1627/48A GB 162748 A GB162748 A GB 162748A GB 653319 A GB653319 A GB 653319A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- lower alkyl
- alkali metal
- alkyl group
- hydride
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
One of the active hydrogens of the compounds Z,CH2.COOR and Z.CH2CN (where Z is hydrogen or an organic radical and R is a lower alkyl group) is replaced by the group -COOR1, where R1 is a lower alkyl group, by reacting the compound with sodium hydride and a carbonate R12CO3 and treating the product with an acid. Other alkali metal hydrides, e.g. lithium hydride, may be used in place of sodium. Z is preferably phenyl or a lower alkyl; the remaining free hydrogen atom may be replaced by a lower alkyl group such as ethyl, by treatment of the alkali metal derivative with the requisite ethyl inorganic acid ester, e.g. sulphate. The alkali metal hydride is used in slight excess in an inert solvent, e.g. toluene. In the examples: (1), (2), sodium hydride and diethyl carbonate are treated with ethyl phenylacetate to give diethylphenylmalonate, which (3), (4) is treated with diethyl carbonate or sulphate to give diethyl ethylphenylmalonate; and (5)-(10) diethyl carbonate and sodium hydride are reacted with ethyl acetate, ethyl butyrate, ethyl p-methoxyphenylacetate, ethyl p-chlorophenylacetate, ethyl a -naphthylacetate, and benzyl cyanide, respectively. Phenobarbital is prepared by the condensation of urea with a dialkyl ethylphenylmalonate. The Specification as open to inspection under Sect. 91 comprises also the statement that the groups R and R1 may be alkyl. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US653319XA | 1947-01-18 | 1947-01-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB653319A true GB653319A (en) | 1951-05-16 |
Family
ID=22061966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1627/48A Expired GB653319A (en) | 1947-01-18 | 1948-01-19 | Improvements in or relating to the manufacture of malonates and cyanoacetates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB653319A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4463186A (en) * | 1982-09-15 | 1984-07-31 | Ethyl Corporation | Process for the preparation of 3,5-dihydrocarbyl-4-hydroxybenzylmalonic acid esters |
| US4463187A (en) * | 1982-09-15 | 1984-07-31 | Ethyl Corporation | Process for the preparation of 3,5-dihydrocarbyl-4-hydroxybenzylmalonic acid esters |
| WO1985002182A1 (en) * | 1983-11-15 | 1985-05-23 | Ethyl Corporation | Process for preparing substituted benzyl malonic acid esters |
| GB2337518A (en) * | 1998-05-20 | 1999-11-24 | Samsung Electronics Co Ltd | Malonate dissolution inhibitor |
-
1948
- 1948-01-19 GB GB1627/48A patent/GB653319A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4463186A (en) * | 1982-09-15 | 1984-07-31 | Ethyl Corporation | Process for the preparation of 3,5-dihydrocarbyl-4-hydroxybenzylmalonic acid esters |
| US4463187A (en) * | 1982-09-15 | 1984-07-31 | Ethyl Corporation | Process for the preparation of 3,5-dihydrocarbyl-4-hydroxybenzylmalonic acid esters |
| WO1985002182A1 (en) * | 1983-11-15 | 1985-05-23 | Ethyl Corporation | Process for preparing substituted benzyl malonic acid esters |
| GB2337518A (en) * | 1998-05-20 | 1999-11-24 | Samsung Electronics Co Ltd | Malonate dissolution inhibitor |
| US6165680A (en) * | 1998-05-20 | 2000-12-26 | Samsung Electronics Co., Ltd. | Dissolution inhibitor of chemically amplified photoresist and chemically amplified photoresist composition containing the same |
| GB2337518B (en) * | 1998-05-20 | 2003-10-08 | Samsung Electronics Co Ltd | Dissolution inhibitor of chemically amplified photoresist and chemically amplified photoresist composition containing the same |
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