GB653319A - Improvements in or relating to the manufacture of malonates and cyanoacetates - Google Patents

Improvements in or relating to the manufacture of malonates and cyanoacetates

Info

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
Application number
GB1627/48A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Abbott Laboratories filed Critical Abbott Laboratories
Publication of GB653319A publication Critical patent/GB653319A/en
Expired legal-status Critical Current

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.
GB1627/48A 1947-01-18 1948-01-19 Improvements in or relating to the manufacture of malonates and cyanoacetates Expired GB653319A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (6)

* Cited by examiner, † Cited by third party
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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