4-Chloro-2,6-diaminopyrimidine

White Cyrstalline Solid

ChEBI: 6-chloro-2,4-pyrimidinediamine (4-Chloro-2,6-diaminopyrimidine) is a member of pyrimidines and an organohalogen compound.

2,4-Diamino-6-hydroxypyrimidine (1.00 g, 7.93 mmol) was added to POCl3 (9 mL) and stirred at 97 ℃ for 17 h. The reaction solution was added to ice water slowly and then stirred at 90 C for 1 h. The pH of this solution was adjusted to 8 with NaOH, and then it was extracted with EtOAC (150 mL 3). The combined organic layers were dried with Na2SO4, filtered, and concentrated to give white solid 4-Chloro-2,6-diaminopyrimidine 0.97 g, yielding 85%.

It recrystallises from boiling H2O (charcoal) as needles; it also crystallises from Me2CO. [Büttner Chem Ber 36 2232 1903, Roth J Am Chem Soc 72 1914 1950, UV: Brown & Jacobsen J Chem Soc 3172 1962, Beilstein 24 H 318, 25 III/IV 2788.]