Reaction #56273

Reaction equation

5-amino-3-trichloromethyl-1,2,4-thiadiazole

methyl isocyanate

benzene

urea

→

product

Yield 65.0%

1,3-Dimethyl-5-(3-Trichloromethyl-1,2,4-thiadiazol-5-yl)biuret

Yield 65.0%

Conditions

Workup

1. 1
   workup.ADDITIONA magnetic stirring bar was added
2. 2
   Otherthe vessel sealed
3. 3
   OtherThe stirred reaction mixture
4. 4
   Otherprecipitates
5. 5
   OtherThe by-product was removed by filtration
6. 6
   Concentrationthe filtrate concentrated in vacuo

Procedure

A glass pressure vessel was charged with 27.5 grams (0.13 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole, 17.9 grams (0.31 mole) methyl isocyanate, and 250 milliliters benzene. A magnetic stirring bar was added and the vessel sealed. The stirred reaction mixture was heated at 145° C. for 1.5 hours and then allowed to cool to room temperature where a urea by-product precipitates. The by-product was removed by filtration and the filtrate concentrated in vacuo to leave 27.2 grams (65% yield) of product. Recrystallization from methanol gave an analytically pure sample; m.p. 94° C.

Source