Benzoyl isothiocyanate → HCID 57813580, compound

HRID 1010632Notes

Reaction equation

HRID 1010632 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Br:9])[CH:8]=1)[NH2:5].[C:10]([N:18]=[C:19]=[S:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CC(C)=O>[C:10]([NH:18][C:19]([NH:5][C:4]1[CH:3]=[C:2]([Br:1])[CH:8]=[C:7]([Br:9])[CH:6]=1)=[S:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 2215123,5-Dibromoaniline

Product 1

HCID 57813580HCID 57813580, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To the solution of 3,5-dibromoaniline (65.0 g, 0.26 mol) in anhydrous acetone (1.6 L) was added benzoylisothiocyanate (46.4 g, 0.28 mol) and the reaction mixture was stirred at room temperature for 30 min. Acetone was distilled off and the crude residue was washed with hexane to obtain desired compound as yellow solid (96.5 g, 90%).

Workup

  1. distillationAcetone was distilled off
  2. washthe crude residue was washed with hexane

Sources & evidence

ORD record
ord-0b1089d554b341e0a323efe68e2f14e8
Source dataset
uspto-grants-2011_07
Patent number
US07977340B2

Reaction notes

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