Acetylthiourea → N-[4-Methyl-5-(3-nitro-phenyl)-thiazol-2-yl]-acetamide

HRID 2247341Notes

Reaction equation

HRID 2247341 reaction equation
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)[C:3](=O)[CH3:4].[C:15]([NH:18][C:19]([NH2:21])=[S:20])(=[O:17])[CH3:16]>C(O)C>[CH3:4][C:3]1[N:21]=[C:19]([NH:18][C:15](=[O:17])[CH3:16])[S:20][C:2]=1[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1

Participants

4

Reactant 2

HCID 2723593AcetylthioureaHCID 85861734HCID 85861734, compound

Product 1

HCID 85861731N-[4-Methyl-5-(3-nitro-phenyl)-thiazol-2-yl]-acetamideYield 52%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1-bromo-1-(3-nitro-phenyl)-propan-2-one (Example 49a) (0.5 g, 1.94 mmol) and N-acetylthiourea (0.23 g, 1.94 mmol) in ethanol (10 ml) is stirred at 70° C. for 2 hours. After cooling the reaction to room temperature, the precipitated product is removed by filtration and dried under vacuum to give the titled compound (0.28 g).

Workup

  1. temperatureAfter cooling
  2. customthe reaction to room temperature
  3. customthe precipitated product is removed by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-801c59bd37d740668fe5a698b1bef334
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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