5-Chloro-2-methylphenyl isothiocyanate → 1-(5-Chloro-2-methyl-phenyl)-3-(4-methyl-oxazol-2-yl)-thiourea

HRID 2119793Notes

Reaction equation

HRID 2119793 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.[CH3:12][C:13]1[N:14]=[C:15]([NH2:18])[O:16][CH:17]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([NH:8][C:9]([NH:18][C:15]2[O:16][CH:17]=[C:13]([CH3:12])[N:14]=2)=[S:10])[CH:7]=1

Participants

3

Reactant 2

HCID 295195-Chloro-2-methylphenyl isothiocyanateHCID 5358244-Methyloxazol-2-amine

Product 1

HCID 99218151-(5-Chloro-2-methyl-phenyl)-3-(4-methyl-oxazol-2-yl)-thioureaYield 54.1%

Procedure

Prepared using Method A from 10.0 g (54.5 mmol) of 5-chloro-2-methyl-phenyl isothiocyanate and 5.39 g (55 mmol) of 4-methyl-2-amino-oxazole to give 8.3 g of title compound as a yellow solid, m.p. 207-208° C. An additional crop (4.8 g, m.p. 207-208° C.) was obtained from the mother liquor (86% combined yield).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-15b7a987b5af4501a1c58791b2402351
Source dataset
uspto-grants-2004_02
Patent number
US06686476B2

Reaction notes

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