GB568512A - Formylacetic ester - Google Patents

Formylacetic ester

Info

Publication number
GB568512A
GB568512A GB5073/43A GB507343A GB568512A GB 568512 A GB568512 A GB 568512A GB 5073/43 A GB5073/43 A GB 5073/43A GB 507343 A GB507343 A GB 507343A GB 568512 A GB568512 A GB 568512A
Authority
GB
United Kingdom
Prior art keywords
sodium
ester
isocytosine
formate
carbon monoxide
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
GB5073/43A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB568512A publication Critical patent/GB568512A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Alkali metal formyl acetic esters are prepared by reacting an aliphatic alcoholic ester of acetic acid, such as ethyl acetate, with an aliphatic alcoholic formate, such as methyl formate, and an alkali metal alcoholate such as sodium methylate, and introducing carbon monoxide under pressure. The reaction may be carried out at elevated temperatures and in the presence of a solvent such as methanol. The resulting sodium formyl acetic ester may be reacted with a guanidine salt, for example guanidine nitrate, without being first isolated, to yield isocytosine. In an example, sodium methylate, ethyl acetate and methyl formate are heated with carbon monoxide under pressure. The reaction product containing sodium formylacetic ester is treated with guanidine nitrate and caustic soda to yield sodium isocytosine which on treatment with acid gives isocytosine. Potassium alcoholate, methyl, isopropyl or butyl acetate and ethyl or isopropyl formate may be used similarly. The Specification as open to inspection under Section 91 describes in a further example the preparation of the formyl acetic ester by reacting sodium methylate in methanol and ethyl acetate with carbon monoxide under pressure; the product is condensed with guanidine nitrate as above. This subject-matter does not appear in the Specification as accepted.
GB5073/43A 1942-04-07 1943-03-29 Formylacetic ester Expired GB568512A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US568512XA 1942-04-07 1942-04-07

Publications (1)

Publication Number Publication Date
GB568512A true GB568512A (en) 1945-04-09

Family

ID=22006953

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5073/43A Expired GB568512A (en) 1942-04-07 1943-03-29 Formylacetic ester

Country Status (1)

Country Link
GB (1) GB568512A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4351951A (en) * 1978-12-21 1982-09-28 Monsanto Company Process for making glyoxylate hemiacetals

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4351951A (en) * 1978-12-21 1982-09-28 Monsanto Company Process for making glyoxylate hemiacetals

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