3-Aminobenzamide → HCID 15157143, compound

HRID 862416Notes

Reaction equation

HRID 862416 reaction equation
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[NH2:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([NH2:12])=[O:11]>CC(C)=O>[C:1]([NH:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([NH2:12])=[O:11])(=[O:4])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 16453-AminobenzamideHCID 13140Acryloyl chloride

Product 1

HCID 15157143HCID 15157143, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Propenoyl chloride from Aldrich Chemical Company Ltd. (2.2 gm, 24.3 mMole) was added dropwise to an ice-cold solution of 3-aminobenzamide (5.0 gm, 36.8 mMole) in 30 ml of acetone. The mixture was stirred on ice for 30 minutes, and then the white precipitate was filtered off and washed with cold acetone and then with cold water to give 4.2 gm of white product. The product was crystallized from 25% aqueous dimethyl sulphoxide and the crystallized product had a melting point of 229° C. to 230° C. The overall yield was 44%.

Workup

  1. filtrationthe white precipitate was filtered off
  2. washwashed with cold acetone

Sources & evidence

ORD record
ord-5561c5be9c18436694b5db42ec19e63e
Source dataset
uspto-grants-1998_02
Patent number
US05719151

Reaction notes

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