Phenyl Isothiocyanate → HCID 13018273, compound

HRID 1855776Notes

Reaction equation

HRID 1855776 reaction equation
[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][C:11]1[CH:23]=[CH:22][C:14]([CH2:15][NH:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1>CCCCCC>[CH3:10][C:11]1[CH:23]=[CH:22][C:14]([CH2:15][N:16]([CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[S:9])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 4715569HCID 4715569, compound

Product 1

HCID 13018273HCID 13018273, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

A solution of 14 g of phenyl isothiocyanate in 50 ml of hexane was added dropwise to 19 g of N-4-methylbenzyl-N-cyclopentyl amine in 400 ml of hexane while cooling and stirring. After the addition, the temperature of the reaction mixture was gradually raised, and the solution was stirred at 40° C. for about 5 hours. The mixture was cooled and filtered. The residue was recrystallized from a mixture of hexane and ethyl alcohol. 30 g of N-4-methylbenzyl-N-cyclopentyl-N'-phenylthiourea were obtained. Melting point: 109°-111° C.

Workup

  1. temperaturewhile cooling
  2. additionAfter the addition
  3. temperaturethe temperature of the reaction mixture was gradually raised
  4. stirringthe solution was stirred at 40° C. for about 5 hours
  5. temperatureThe mixture was cooled
  6. filtrationfiltered
  7. customThe residue was recrystallized from a mixture of hexane and ethyl alcohol

Sources & evidence

ORD record
ord-f0f27373d18f4479a3dc2ae3424f36f2
Source dataset
uspto-grants-1980_08
Patent number
US04216228

Reaction notes

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