Sodium Acetate → N-(3-Cyano-4-ethoxythiophen-2-yl)acetamide

HRID 1591285Notes

Reaction equation

HRID 1591285 reaction equation
[C:1]([O-])(=[O:3])[CH3:2].[Na+].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[NH2:30][C:31]1[S:32][CH:33]=[C:34]([O:38][CH2:39][CH3:40])[C:35]=1[C:36]#[N:37]>O>[C:1]([NH:30][C:31]1[S:32][CH:33]=[C:34]([O:38][CH2:39][CH3:40])[C:35]=1[C:36]#[N:37])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 137423802-Amino-4-ethoxythiophene-3-carbonitrile

Product 1

HCID 13742383N-(3-Cyano-4-ethoxythiophen-2-yl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 parts of anhydrous sodium acetate are introduced into 400 parts by volume of acetic anhydrice, 168 parts of 2-amino-3-cyano-4-ethoxythiophene are added and the mixture is refluxed for 4 hours. Thereafter, 800 parts of water are added dropwise to the hot mixture, the mixture is left to cool and the product is filtered off under suction, washed with water and dried to give 194 parts of 2-acetylamino-3-cyano-4-ethoxythiophene of melting point 242°-243° C. (from acetic acid).

Workup

  1. additionare added
  2. temperaturethe mixture is refluxed for 4 hours
  3. waitthe mixture is left
  4. temperatureto cool
  5. filtrationthe product is filtered off under suction
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-4896cfd6cedd464f922884e9b88f535a
Source dataset
uspto-grants-1993_04
Patent number
US05206375

Reaction notes

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