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

HRID 2250789Notes

Reaction equation

HRID 2250789 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-c88a88962a8b40cd909bfa9b5f38b59b
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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