Phenyl Isothiocyanate → 1-(4-Hydroxybutyl)-3-(3-phenylthioureido)pyrazole

HRID 544563Notes

Reaction equation

HRID 544563 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][N:4]([CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[N:3]=1.[C:12]1([N:18]=[C:19]=[S:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(#N)C>[OH:11][CH2:10][CH2:9][CH2:8][CH2:7][N:4]1[CH:5]=[CH:6][C:2]([NH:1][C:19]([NH:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[S:20])=[N:3]1

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 204512994-(3-amino-1H-pyrazol-1-yl)butan-1-ol

Product 1

HCID 540150271-(4-Hydroxybutyl)-3-(3-phenylthioureido)pyrazoleYield 29%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-amino-1-(4-hydroxybutyl)pyrazole (1.0 g.) in dry acetonitrile (3 ml.) was slowly added phenylisothiocyanate (0.95 g.) and the mixture was stirred at room temperature for 17 hours. The solvent was evaporated and the residue purified by column chromatography on silica gel using EtOAc as eluant to give 1-(4-hydroxybutyl)-3-(3-phenylthioureido)pyrazole (0.54 g.; 29%), m.p. 112°-117°.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-bb1c2e5ff6a449c18db79a5c178c6732
Source dataset
uspto-grants-1984_05
Patent number
US04451463

Reaction notes

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