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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274188Generated: October 25, 2026

2-chloro-N-methyl-5-nitropyrimidin-4-amine → 2-Chloro-N4-methylpyrimidine-4,5-diamine

https://huagongshe.com/reaction/2274188

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-chloro-N-methyl-5-nitropyrimidin-4-amineHCID 7147232—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2-Chloro-N4-methylpyrimidine-4,5-diamineHCID 714717269.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 2-chloro-N-methyl-5-nitropyrimidin-4-amine (1.9 g, 10 mmol) in acetic acid (30 mL) was added iron powder (4 g, 71 mmol), and the suspension mixture was heated to 60° C. for 16 hours. The solvent was removed under reduced pressure, and the residue was diluted by brine and ethyl acetate. The solid was filtered off, and the filtrate was extracted with ethyl acetate (50 mL*12). The organic layers were separated, combined, dried over sodium sulfate, filtered and concentrated to give the title compound (1.1 g, 69%). MS (ES+) C5H7ClN4 requires: 159, 161. Found: 160, 162 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126951B2
Source datasetuspto-grants-2015_09
ORD IDord-d275804f36df42d8946dd31114b0f53c
Source noteuspto-grants-2015_09