Potassium Carbonate → Cyclohexylthiourea

HRID 530413Notes

Reaction equation

HRID 530413 reaction equation
[CH:1]1([NH:7][C:8]([NH:10]C(=O)C2C=CC=CC=2)=[S:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH:1]1([NH:7][C:8]([NH2:10])=[S:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 895546Benzamide, N-[(cyclohexylamino)thioxomethyl]-

Product 1

HCID 1471603CyclohexylthioureaYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-(cyclohexylcarbamothioyl)benzamide (17.1 g, 65.5 mmol) in ethanol was added aqueous potassium carbonate (18.2 g, 132.2 mmol). The mixture was stirred at reflux temperature for 4 h. The organic layer was concentrated to a small volume, after which the product could be collected by filtration, then washed with petroleum ether and dried in vacuo to give the title compound as a white solid (9.8 g, 95% two steps).

Workup

  1. temperatureat reflux temperature for 4 h
  2. concentrationThe organic layer was concentrated to a small volume
  3. filtrationafter which the product could be collected by filtration
  4. washwashed with petroleum ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-454e66da240d48e0a01157530c710772
Source dataset
uspto-grants-2016_05
Patent number
US09353089B2

Reaction notes

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