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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404027Generated: October 26, 2026

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

https://huagongshe.com/reaction/2404027

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 numberUS08802697B2
Source datasetuspto-grants-2014_08
ORD IDord-ff286f118d0d4a66a338ce3fc6eda938
Source noteuspto-grants-2014_08