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

HRID 1063080Notes

Reaction equation

HRID 1063080 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-6901f8cbbe7a442fb08b619194700a0a
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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