Benzoyl isothiocyanate → 1-Benzoyl-3-(5-methoxy-biphenyl-3-yl)-thiourea

HRID 1060334Notes

Reaction equation

HRID 1060334 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:15])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1.[C:16]([N:24]=[C:25]=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[C:16]([NH:24][C:25]([NH:15][C:5]1[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 222831725-Methoxy-[1,1'-biphenyl]-3-amine

Product 1

HCID 222833191-Benzoyl-3-(5-methoxy-biphenyl-3-yl)-thioureaYield 86.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

5-Methoxy-biphenyl-3-ylamine (129 mg, 0.65 mmol) are dissolved in acetone (5 ml) and slowly treated with a solution of benzoyl isothiocyanate (0.096 ml, 0.71 mmol) in acetone (2 ml). After stirring at ambient temperature for 18 h, the solvent is removed in vacuo and the residue crystallized from hexane. The product (203 mg, 86%) is obtained as colorless crystalls. Mp 149° C.

Workup

  1. customthe solvent is removed in vacuo
  2. customthe residue crystallized from hexane

Sources & evidence

ORD record
ord-d97a0478b54a47099622b93eaa09905a
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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