Bromopyruvic Acid → 2-[[4-(Trifluoromethoxy)phenyl]amino]-4-thiazolecarboxylic acid

HRID 2222200Notes

Reaction equation

HRID 2222200 reaction equation
[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH2:13])=[S:12])=[CH:6][CH:5]=1.Br[CH2:17][C:18](=O)[C:19]([OH:21])=[O:20]>C(O)C>[F:15][C:2]([F:14])([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]2[S:12][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[N:13]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 70684Bromopyruvic AcidHCID 2777352N-[4-(Trifluoromethoxy)phenyl]thiourea

Product 1

HCID 336793012-[[4-(Trifluoromethoxy)phenyl]amino]-4-thiazolecarboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 12.9 g (54.6 mmol) [4-(trifluoromethoxy)phenyl]-thiourea, and 9.3 g (55.7 mmol) bromopyruvic acid in 70 ml ethanol was heated to 60° C. for 1 h. The precipitate was filtered off and washed with small portions of cold ethanol to yield after drying 8.9 g (53%) of the title compound as crystalline solid.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with small portions of cold ethanol
  3. customto yield
  4. dry with materialafter drying 8.9 g (53%) of the title compound as crystalline solid

Sources & evidence

ORD record
ord-3b31233088854821acded695b0937130
Source dataset
uspto-grants-2008_05
Patent number
US07371751B2

Reaction notes

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