Ammonium Hydroxide → 2-Chloro-5-nitropyrimidin-4-amine

To a rapidly stirred solution of saturated aqueous ammonium hydroxide (50 mL) and ice in a 0 deg. C. bath was added 2,4-dichloro-5-nitropyrimidine (6.0 g, 31 mmol) in portions. The resulting yellow foamy mixture was allowed to stir for 30 min, at which point the precipitate was isolated by filtration. The solid was rinsed several times with ice-cold water and once with ice cold ethanol to give a peach-colored solid. The crude solid was purified by adsorption onto 18 g silica gel, followed by silica gel chromatography, eluting with 0-20% MeOH/dichloromethane to give 2-chloro-5-nitropyrimidin-4-amine as an off-white solid. MS (ES+): 175 (M+H)+; Calc. for C4H3ClN4O2=174.55.

1. customin a 0 deg. C
2. customwas isolated by filtration
3. washThe solid was rinsed several times with ice-cold water
4. customonce with ice cold ethanol to give a peach-colored solid
5. customThe crude solid was purified by adsorption onto 18 g silica gel
6. washeluting with 0-20% MeOH/dichloromethane

ORD record

ord-e21314b86dfc495eb24727f64a4e514e

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08492404B2