Water → 2-(1,3-Dimethylureido)-4-(3-trifluoromethylphenylcarbamoylmethyl)thiazole

Participants

Reaction Steps

A solution comprising 12.7 g (0.04 mole) of 2-methylamino-4-(3-trifluoromethylphenylcarbamoylmethyl)thiazole, 3.1 g (0.054 mole) of methyl isocyanate in 40 ml of pyridine was heated at about 45° for 24 hours. The reaction solution was poured into water and the crude product was collected. Two recrystallizations from isopropanolheptane yielded 7.1 g of desired product, m.p. 125°-27°. N.M.R. (dimethyl-d6 sulfoxide) ∂ 2.8 (CH3, doublet), 3.5 (CH3, singlet), 3.8 (CH2), 6.9 (hetero-aromatic), 7.3-8.1 (aromatic), 10.4 (HNC=0).

Provenance & Evidence