Sodium Acetate → 4-(2-Amino-1,3-thiazol-4-yl)benzoic acid

HRID 737162Notes

Reaction equation

HRID 737162 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].CC([O-])=O.[Na+].Br[CH2:11][C:12]([C:14]1[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=1)=O>C(O)C>[NH2:1][C:2]1[S:3][CH:11]=[C:12]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)[N:4]=1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 27568364-(2-bromoacetyl)benzoic Acid

Product 1

HCID 6131794-(2-Amino-1,3-thiazol-4-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.47 g (6.2 mmol) of thiourea and NaOAc (1.5 g, 6.2 mmol) were combined in 35 mL of ethanol. To this suspension was added 4-(2-bromo-acetyl)-benzoic acid (1.5 g, 6.2 mmol). Reaction mixture was stirred at room temperature overnight. It was evaporated to dryness to yield 4-(2-amino-thiazol-4-yl)-benzoic acid which was used in the next step without any further purification. MS: 221.0 (M+H+).

Workup

  1. customReaction mixture
  2. customIt was evaporated to dryness

Sources & evidence

ORD record
ord-d6d0ee2afdf24614a2a680a535e1adc0
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

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