Bromopyruvic Acid → 2-(4-Chloroanilino)-1,3-thiazole-4-carboxylic acid

HRID 1895397Notes

Reaction equation

HRID 1895397 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:11])=[S:10])=[CH:4][CH:3]=1.Br[CH2:13][C:14](=O)[C:15]([OH:17])=[O:16]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[S:10][CH:13]=[C:14]([C:15]([OH:17])=[O:16])[N:11]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70684Bromopyruvic AcidHCID 735843Thourea, (4-chlorophenyl)- (9CI)

Product 1

HCID 27577622-(4-Chloroanilino)-1,3-thiazole-4-carboxylic acidYield 94.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(4-Chloro-phenylamino)-thiazole-4-carboxylic acid (240 mg) was prepared according to General Procedure B using (4-chloro-phenyl)-thiourea (186 mg) and 3-bromo-2-oxo-propionic acid (200 mg) in methanol (2 mL). The crude product was used in a subsequent step without further purification.

Workup

  1. customThe crude product was used in a subsequent step without further purification

Sources & evidence

ORD record
ord-48f6c1b7cbb24a1e9a7ea9876560e3d4
Source dataset
uspto-grants-2013_08
Patent number
US08513430B2

Reaction notes

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