Chloroacetyl chloride → HCID 54143858, compound

HRID 1906535Notes

Reaction equation

HRID 1906535 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH2:16])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[Cl:18][CH2:19][C:20](Cl)=[O:21]>CN(C)C=O.C(OCC)(=O)C.O>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH:16][C:20](=[O:21])[CH2:19][Cl:18])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

6

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 13671422HCID 13671422, compound

Product 1

HCID 54143858HCID 54143858, compoundYield 99.6%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-(2-amino-4-thiazolyl)malonic acid diethyl ester in N,N-dimethylformamide (10 parts) is added monochloroacetyl chloride (1.3 equivalents) under ice cooling. After stirring under ice cooling for 30 minutes and at room temperature for 1 hour, the reaction mixture is diluted with ethyl acetate and water, washed with water, dried, and concentrated in vacuum to give 2-(2-monochloroacetamido-4-thiazolyl)malonic acid diethyl ester. Yield: 99.6%.

Workup

  1. washwashed with water
  2. customdried
  3. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-238416cbaa9f4bbaab6da31e2f1968cc
Source dataset
uspto-grants-1987_03
Patent number
US04652652

Reaction notes

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