Iodine chloride → 2-Amino-6-ethylamino-4-iodopyrimidine hydrochloride
Reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][CH:5]=[C:4]([NH:8][CH2:9][CH3:10])[N:3]=1.[I:11][Cl:12]>CO>[ClH:12].[NH2:1][C:2]1[N:7]=[C:6]([I:11])[CH:5]=[C:4]([NH:8][CH2:9][CH3:10])[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-amino-6-ethylaminopyrimidine (98 g, 0.64 mol) in methanol (1.6 L) was added ICl (115.0 g, 0.71 mol) in a small portion at 15° C. Then the reaction mixture was stirred at room temperature for 3 h (monitored by LC/MS). After evaporation of solvent by rotary evaporator, the residue was triturated with acetone. 2-amino-6-ethylamino-4-iodopyrimidine hydrochloride (188.5 g, 93% isolated yield) was obtained by vacuum filtration and drying. 1H NMR (400 MHz, CD3OD) δ 3.58 (q, 2H), 2.14 (s, 3H), 1.11 (t, 3H); MS (EI) for C7H11N4ClI: 279.1 (MH+).