Benzoyl isothiocyanate → HCID 57813580, compound

HRID 1941924Notes

Reaction equation

HRID 1941924 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-c19753435ece4f24ac2560aa6ecd7f20
Source dataset
uspto-grants-2013_03
Patent number
US08389516B2

Reaction notes

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