Phenyl isocyanate → 1-(2-Bromobenzoyl)-4-phenylsemicarbazide

HRID 558168Notes

Reaction equation

HRID 558168 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH2:7])=[O:5].[C:12]1([N:18]=[C:19]=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH:7][C:19]([NH:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:20])=[O:5]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 1014602-Bromobenzohydrazide

Product 1

HCID 9134981-(2-Bromobenzoyl)-4-phenylsemicarbazideYield 48.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-bromobenzohydrazide (500 mg, 2.3 mmol) in methanol (5 mL) was added phenyl isocyanate (280 mg, 2.4 mmol) at room temperature, and then the mixture was refluxed for one hour. The reaction mixture was cooled to room temperature. The precipitated solid was filtered off and dried under a reduced pressure to give 370 mg (48%) of the titled compound as a colorless solid.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. filtrationThe precipitated solid was filtered off
  3. customdried under a reduced pressure

Sources & evidence

ORD record
ord-27767fbeffb64810afdb199b1a0eda35
Source dataset
uspto-grants-2011_11
Patent number
US08063034B2

Reaction notes

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