Water → Methyl 2-(acetylamino)-5-phenyl-1,3-thiazole-4-carboxylate

HRID 1246495Notes

Reaction equation

HRID 1246495 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1.[C:17](Cl)(=[O:19])[CH3:18].O>N1C=CC=CC=1>[C:17]([NH:1][C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1)(=[O:19])[CH3:18]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 664327Methyl 2-amino-5-phenyl-1,3-thiazole-4-carboxylate

Product 1

HCID 21915122Methyl 2-(acetylamino)-5-phenyl-1,3-thiazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methyl 2-amino-5-phenyl-1,3-thiazole-4-carboxylate (3 g) was dissolved in pyridine (30 ml), and then acetyl chloride (2.73 ml) was added dropwise to the solution at 0° C. under N2 atmosphere. The reaction mixture was stirred at r.t. for 1.5 hours. Water was added to the solution at 0° C. The precipitate was filtered in vacuo, and the solid was washed with ethyl ether to give methyl 2-(acetylamino)-5-phenyl-1,3-thiazole-4-carboxylate (2.37 g) as a pale brown solid.

Workup

  1. filtrationThe precipitate was filtered in vacuo
  2. washthe solid was washed with ethyl ether

Sources & evidence

ORD record
ord-b182e7ede72c44b19b8b2ffe68fe0f1f
Source dataset
uspto-grants-2006_10
Patent number
US07125901B2

Reaction notes

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