GB606962A - Improvements in or relating to the preparation of substituted cyanoacetic esters - Google Patents

Improvements in or relating to the preparation of substituted cyanoacetic esters

Info

Publication number
GB606962A
GB606962A GB12359/45A GB1235945A GB606962A GB 606962 A GB606962 A GB 606962A GB 12359/45 A GB12359/45 A GB 12359/45A GB 1235945 A GB1235945 A GB 1235945A GB 606962 A GB606962 A GB 606962A
Authority
GB
United Kingdom
Prior art keywords
ketone
specified
acid
piperidine
aldehydes
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
GB12359/45A
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.)
Sharp and Dohme Inc
Original Assignee
Sharp and Dohme Inc
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 Sharp and Dohme Inc filed Critical Sharp and Dohme Inc
Publication of GB606962A publication Critical patent/GB606962A/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

Monoalkyl- or aralkyl-cyanoacetic alkyl esters are made by reacting an aliphatic aldehyde or ketone, an aryl-alkyl ketone, an aromatic aldehyde, or a cycloaliphatic ketone with a cyanoacetic acid alkyl ester in presence as condensing agent of an alkali metal salt of a fatty acid, an acid amide, or a soluble salt of a nitrogen base, and in presence of hydrogen and a hydrogenation catalyst. Ketones specified are acetone, methylethyl ketone, methyl-n-propyl ketone, methyl-n-amyl ketone, di-n-propyl ketone, mesityl oxide, diethyl ketone, cyclohexanone, cyclopentanone, acetophenone, propiophenone, butyrophenone. Aldehydes specified are acetaldehyde, propionaldehyde, butyraldehyde, isobutyraldehyde, heptaldehyde, cyclopentylaldehyde, cyclohexylaldehyde, benzaldehyde. Condensing agents specified are the acetates of diethylamine, monoethylamine, triethylamine, ethylene diamine, diethanolamine, aniline, ammonia, piperidine and acetamide, piperidine oleate or butyrate, glycine, and sodium or potassium acetate, and they may be used together with a fatty acid, e.g. acetic acid, or a solvent such as benzene, alcohol, or dioxane. Hydrogenation catalysts specified are platinum and palladium, e.g. supported on charcoal. Examples describe the reaction of ethyl cyanoacetate with certain of the aldehydes and ketones specified above and with isovaleraldehyde and aldol.
GB12359/45A 1944-06-07 1945-05-16 Improvements in or relating to the preparation of substituted cyanoacetic esters Expired GB606962A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US606962XA 1944-06-07 1944-06-07

Publications (1)

Publication Number Publication Date
GB606962A true GB606962A (en) 1948-08-24

Family

ID=22031195

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12359/45A Expired GB606962A (en) 1944-06-07 1945-05-16 Improvements in or relating to the preparation of substituted cyanoacetic esters

Country Status (1)

Country Link
GB (1) GB606962A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2649471A (en) * 1950-11-06 1953-08-18 Gen Aniline & Film Corp Process for preparing methine dyes
US5008429A (en) * 1989-03-18 1991-04-16 Huels Aktiengesellschaft Process for industrial application of Knoevenagel synthesis
WO2003095585A1 (en) * 2002-05-08 2003-11-20 Clearwater International, Llc Heat exchange fluids
US6952925B2 (en) 2002-04-17 2005-10-11 SME Associates, Inc. Optimizing inlet air for gas turbines

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2649471A (en) * 1950-11-06 1953-08-18 Gen Aniline & Film Corp Process for preparing methine dyes
US5008429A (en) * 1989-03-18 1991-04-16 Huels Aktiengesellschaft Process for industrial application of Knoevenagel synthesis
US6952925B2 (en) 2002-04-17 2005-10-11 SME Associates, Inc. Optimizing inlet air for gas turbines
WO2003095585A1 (en) * 2002-05-08 2003-11-20 Clearwater International, Llc Heat exchange fluids
GB2392165A (en) * 2002-05-08 2004-02-25 Clearwater Int Llc Heat exchange fluids
GB2392165B (en) * 2002-05-08 2006-03-01 Clearwater Int Llc Amine carboxylate compounds and their use in heat exchange fluids
US7060198B2 (en) 2002-05-08 2006-06-13 Clearwater International, L.L.C. Heat exchange fluids comprising amine carboxylates
US7452480B2 (en) 2002-05-08 2008-11-18 Weatherford/Lamb, Inc. Heat exchange fluids
US7713435B2 (en) 2002-05-08 2010-05-11 Clearwater International, L.L.C. Heat exchange fluids comprising amine carboxylates

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