Reaction #94727

Reaction equation

2-amino-5-chloro-5,6-dimethylpyrimidine

acetonitrile

2-chloropyridine-3-sulfonylisocyanate

→

2-Chloro-N-[(5-chloro-4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-3-pyridinesulfonamide

Conditions

Workup

1. 1
   Otherevaporated to dryness
2. 2
   workup.ADDITIONthe residue is mixed with 30 ml of water and enough 10% sodium hydroxide
3. 3
   FiltrationThis mixture is filtered
4. 4
   workup.ADDITIONthe filtrate adjusted to pH 7 by the addition of 10% hydrochloric acid
5. 5
   Otherto precipitate
6. 6
   FiltrationThe desired compound is filtered off
7. 7
   Otherdried

Procedure

To a stirred suspension of 1.4 g of 2-amino-5-chloro-5,6-dimethylpyrimidine in 20 ml of dry acetonitrile at room temperature is added 2.2 g of 2-chloropyridine-3-sulfonylisocyanate. The mixture is stirred for several hours, evaporated to dryness and the residue is mixed with 30 ml of water and enough 10% sodium hydroxide to adjust the pH to 11. This mixture is filtered and the filtrate adjusted to pH 7 by the addition of 10% hydrochloric acid and then refiltered. Acidification of this filtrate to pH 2 causes the desired compound to precipitate. The desired compound is filtered off and dried.

Source