2,4-Dichloro-1,3-dinitro-5-(trifluoromethyl)benzene → HCID 86743152, compound

Participants

Reaction Conditions

Reaction Steps

7.32 g (0.24 mmole) of 1,3-dichloro-2,6-dinitro-4-trifluoromethylbenzene are dissolved in 30 ml of dimethylsulfoxide and then a solution of 3.75 g (20 mmoles) of 5-amino-4,6-dimethylthiopyrimidine in 20 ml of dimethylsulfoxide and a solution of 2.69 g of potassium tert-butylate in 20 ml of dimethylsulfoxide are added simultaneously dropwise at 15° C. with cooling. The reaction solution is stirred for 15 hours at 20° C. and then poured into ice-water and, after neutralisation with acetic acid, extracted three times with chloroform. The extracts are washed with water, dried over sodium sulfate, and the chloroform is removed, affording 10.7 g of a yellow oil. The crude product is purified by chromatography through a solumn of silica gel, affording 2.04 g of starting 5-amino-4,6-di(methylmercapto)pyrimidine and 2.8 g of a yellow product which is recrystallised from 1 ml of toluene and 5 ml of cyclohexane to give 2.03 g of compound 1.2 of m.p. 146°-147° C.

Provenance & Evidence