Phenyl Isothiocyanate → HCID 4244266, compound

HRID 1153968Notes

Reaction equation

HRID 1153968 reaction equation
[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F: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>C1(C)C=CC=CC=1>[F:10][C:11]1[CH:12]=[CH:13][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:22][CH:23]=1

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 834084HCID 834084, compound

Product 1

HCID 4244266HCID 4244266, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.75 g (0.05 mol) of phenyl isothiocyanate were rapidly added dropwise to a solution of 9.65 g (0.05 mol) of N-4-fluorobenzyl-N-cyclopentylamine in 80 ml of toluene. The mixture was heated to the boil for 30 minutes, the solvent was distilled off in vacuo, and the residue was recrystallized from isopropanol. 13.8 g of N-4-fluorobenzyl-N-cyclopentyl-N'-phenylthiourea of melting point 135° C. were obtained.

Workup

  1. temperatureThe mixture was heated to the boil for 30 minutes
  2. distillationthe solvent was distilled off in vacuo
  3. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-0996041c7caf44249cfbd958caacc99b
Source dataset
uspto-grants-1984_12
Patent number
US04487783

Reaction notes

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