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

HRID 1092960Notes

Reaction equation

HRID 1092960 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-212114c2903e428db869388832887328
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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