Benzoyl isothiocyanate → 1-(4-Hydroxybutyl)-3-(3-benzoylthioureido)pyrazole

HRID 544561Notes

Reaction equation

HRID 544561 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]([N:20]=[C:21]=[S:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CC(C)=O>[OH:11][CH2:10][CH2:9][CH2:8][CH2:7][N:4]1[CH:5]=[CH:6][C:2]([NH:1][C:21]([NH:20][C:12](=[O:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[S:22])=[N:3]1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 204512994-(3-amino-1H-pyrazol-1-yl)butan-1-ol

Product 1

HCID 537858581-(4-Hydroxybutyl)-3-(3-benzoylthioureido)pyrazoleYield 30%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 3-amino-1-(4-hydroxybutyl)pyrazole (0.966 g.) and benzoylisothiocyanate (1.0 g.) in acetone (30 ml.) was stirred at room temperature for 18 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-benzoylthioureido)pyrazole (30% yield).

Workup

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

Sources & evidence

ORD record
ord-56884fdf823b42faa8e14a07aff955d0
Source dataset
uspto-grants-1984_05
Patent number
US04451463

Reaction notes

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