Water → HCID 22808649, compound

HRID 426505Notes

Reaction equation

HRID 426505 reaction equation
[OH2:1].[Cl:2][C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][CH:10]2[C:15]([CH3:17])([CH3:16])[S:14][C:13](=[S:18])[N:12]([CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:11]2=[O:24])=[O:8])=[CH:5][CH:4]=1>C(OCC)(=O)C>[Cl:2][C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C@H:10]([C:11]([OH:1])=[O:24])[C:15]([S:14][C:13](=[S:18])[NH:12][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])([CH3:17])[CH3:16])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 962WaterHCID 20391101HCID 20391101, compound

Product 1

HCID 22808649HCID 22808649, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Water (10 ml) is added to a solution of 30 g of 5-(p-chlorobenzamido)-3-(2-dimethylaminoethyl)-6,6-dimethyl-2-thioxo-tetrahydro-2H-1,3-thiazin-4-one in 600 ml of ethyl acetate. The resulting mixture is stirred at room temperature for 5 days. The precipitate is collected by filtration, and washed with ethyl acetate. Thus is obtained N-(p-chlorobenzoyl)-S-(2-dimethylaminoethylthiocarbamoyl)-penicillamine as white crystals, melting at 142°-143° C. with decomposition.

Workup

  1. filtrationThe precipitate is collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-13396cadf160462ea120930b2d42aa77
Source dataset
uspto-grants-1979_10
Patent number
US04169899

Reaction notes

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