Cyclohexylamine → N-(4-chlorophenyl)-N'-cyclohexylthiourea

HRID 2072442Notes

Reaction equation

HRID 2072442 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]=[C:16]=[S:17])=[CH:11][CH:10]=1>C(Cl)(Cl)Cl>[CH:1]1([NH:7][C:16]([NH:15][C:12]2[CH:13]=[CH:14][C:9]([Cl:8])=[CH:10][CH:11]=2)=[S:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 164804-Chlorophenyl isothiocyanate

Product 1

HCID 709206N-(4-chlorophenyl)-N'-cyclohexylthiourea

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of cyclohexylamine (1.75 g.) in chloroform (15 ml.) was added dropwise with stirring a solution of p-chlorophenylisothiocyanate (3.0 g.) in chloroform (15 ml.) at room temperature. After stirring 3 hours, the white solid was filtered off, washed with a little CHCl3 and recrystallised from toluene to give 1-cyclohexyl-3-(p-chlorophenyl)thiourea, m.p. 179°-180°.

Workup

  1. filtrationthe white solid was filtered off
  2. washwashed with a little CHCl3
  3. customrecrystallised from toluene

Sources & evidence

ORD record
ord-a673fd332d83447d8cb2b4f49c587923
Source dataset
uspto-grants-1977_09
Patent number
US04051256

Reaction notes

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