Sodium Acetate → 5-(2-Amino-thiazol-4-yl)-furan-2-carboxylic acid methyl ester

HRID 737188Notes

Reaction equation

HRID 737188 reaction equation
[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]([C:10](=O)[CH2:11]Br)=[CH:8][CH:9]=1)=[O:4].CC([O-])=O.[Na+].[NH2:19][C:20]([NH2:22])=[S:21]>CCO>[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]([C:10]2[N:19]=[C:20]([NH2:22])[S:21][CH:11]=2)=[CH:8][CH:9]=1)=[O:4]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 14945157Methyl 5-(2-bromoacetyl)furan-2-carboxylate

Product 1

HCID 866164355-(2-Amino-thiazol-4-yl)-furan-2-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(2-Bromo-acetyl)-furan-2-carboxylic acid methyl ester (0.39 g, 1.61 mmol) was treated with NaOAc (0.185 g, 2.25 mmol) and thiourea (0.12 g, 1.6 mmol) in EtOH to give 5-(2-Amino-thiazol-4-yl)-furan-2-carboxylic acid methyl ester; MS: 225.1 (M+H+).

Sources & evidence

ORD record
ord-eeceb7f1539a46c0ae78d0b7f1e6cd1e
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

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