Cyanoacetamide → 2-Cyano-2-cyclohexylidene-acetamide

HRID 130573Notes

Reaction equation

HRID 130573 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:8]([CH2:10][C:11]([NH2:13])=[O:12])#[N:9]>>[C:1]1(=[C:10]([C:8]#[N:9])[C:11]([NH2:13])=[O:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 7898CyanoacetamideHCID 7967Cyclohexanone

Product 1

HCID 2636542-Cyano-2-cyclohexylidene-acetamide

Procedure

Reaction 1. consists of condensing the cyclohexanone (I) with cyanoacetamide, to obtain 2-cyclohexylidene-2-cyanoacetamide (IX); this reaction can be undertaken for example in toluene, in the presence of ammonium acetate and acetic acid, heating to a temperature between 20 and 150° C., and preferably to the reflux temperature of the reaction mixture; the compound IX is separated from the reaction mixture.

Workup

  1. customReaction 1

Sources & evidence

ORD record
ord-4850e2d858e9406fbd9625fdcdfcc579
Source dataset
uspto-grants-2008_06
Patent number
US07381823B2

Reaction notes

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