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

HRID 737149Notes

Reaction equation

HRID 737149 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

Thiourea (0.47 g, 6.2 mmol) 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). The reaction mixture was stirred at room temperature overnight. It was evaporated to dryness and used in the next step without any further purification. MS: 221.0 (M+H+)

Workup

  1. customIt was evaporated to dryness
  2. customused in the next step without any further purification

Sources & evidence

ORD record
ord-24f5ddfa23594c4e883d6b811f93bde9
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

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