Cyclohexylamine → Benzamide, N-[(cyclohexylamino)thioxomethyl]-

HRID 530412

Reaction equation

HRID 530412 reaction equation
[C:1]([N:9]=[C:10]=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:12]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>ClCCl>[CH:12]1([NH:18][C:10]([NH:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[S:11])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 68284Benzoyl isothiocyanate

Product 1

HCID 895546Benzamide, N-[(cyclohexylamino)thioxomethyl]-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Benzoyl isothiocyanate (19.4 g, 118.9 mmol) was dissolved in dichloromethane and cooled to 0° C. Cyclohexylamine (13 g, 131.1 mmol) was added dropwise. Then the reaction was stirred at room temperature for 2 h. The mixture was washed with water, dried over sodium sulfate. Concentration under vaccum gave the title compound as a pale white solid in quantitative yield.

Workup

  1. washThe mixture was washed with water
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration under vaccum

Sources & evidence

ORD record
ord-9205e1c82701411ebf29995abb90ac88
Source dataset
uspto-grants-2016_05
Patent number
US09353089B2

Linked notes

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