4-Chlorophenyl Isocyanate → 1-(2-Methylthiobenzoyl)-3-(4-chlorophenyl)urea

HRID 373822Notes

Reaction equation

HRID 373822 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[S:5].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[O:20])=[CH:14][CH:13]=1>C1(C)C(C)=CC=CC=1>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:6][C:19]([NH:18][C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)=[O:20])=[S:5]

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 8168102-Methyl-thiobenzamide

Product 1

HCID 198085861-(2-Methylthiobenzoyl)-3-(4-chlorophenyl)urea

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2-Methylthiobenzamide in an amount of 1.67 g is suspended in 25 ml of dry xylene. After addition of 1.54 g of 4-chlorophenylisocyanate, the reaction mixture is refluxed over night. After cooling to room temperature the desired product crystallizes in a yield of 2.8 g, m.p. 211° C. The same result is obtained when 2-methylthiobenzoyl isocyanate is reacted with 4-chloroaniline.

Workup

  1. temperaturethe reaction mixture is refluxed over night

Sources & evidence

ORD record
ord-3e9f87db5c6c47a4be9c7f15f23b8c67
Source dataset
uspto-grants-1992_11
Patent number
US05166180

Reaction notes

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