5-Chloro-2-methylphenyl isothiocyanate → 1-(5-Chloro-2-methyl-phenyl)-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-thiourea

HRID 1282209

Reaction equation

HRID 1282209 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([N:8]=[C:9]=[S:10])[CH:7]=1.[NH2:12][C:13]1[C:14]([CH3:20])=[N:15][N:16]([CH3:19])[C:17]=1[CH3:18]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([NH:8][C:9]([NH:12][C:13]2[C:14]([CH3:20])=[N:15][N:16]([CH3:19])[C:17]=2[CH3:18])=[S:10])[CH:7]=1

Participants

3

Reactant 2

HCID 295195-Chloro-2-methylphenyl isothiocyanateHCID 1616031,3,5-trimethyl-1H-pyrazol-4-amine

Product 1

HCID 98578071-(5-Chloro-2-methyl-phenyl)-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-thioureaYield 71.4%

Procedure

Prepared using Method A from 4.5 g (24.5 mmol) of 5-chloro-2-methyl-phenyl isothiocyanate and 3.06 g (24.5 mmol) of 4-amino-1,3,5-trimethylpyrazole to give 5.4 g of title compound as a white solid, m.p. 176-177° C. (71% yield).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-07e3b057014a41fa9de1719c9c482dd0
Source dataset
uspto-grants-2002_09
Patent number
US06455566B1

Linked notes

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