2,4-Dimethylphenylthiourea

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Formaldehyde (4.86 g, 37% solution, 30 mmole) was added to a solution of 2,4-dimethyl-phenyl thiourea (4.5 g, 24 mmole) in dimethylformamide (40 ml) and the solution was stirred for 15 minutes at room temperature. Methylamine (3.72 g, 30 mmole) was added dropwise with stirring and the mixture was heated under reflux at 100° C. for 4 hours. The solution was cooled and the solvent removed under vacuum to yield an oil. This was diluted with diethyl-ether and refrigerated to yield 1-(2,4-dimethylphenyl)-5-methyl-tetrahydro-s-triazin-2[1H]-thione as a white crystalline solid which was collected, washed with a little cold diethyl ether and dried (4.5 g, 77%), m.p. 140°-143° C. with stirring the mixture was heated under reflux at 100° C. for 4 hours The solution was cooled the solvent removed under vacuum to yield an oil