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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1107485Generated: October 30, 2026

5-Amino-2,4-dichloropyrimidine → 2-Chloro-4-methoxypyrimidin-5-amine

https://huagongshe.com/reaction/1107485

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2,4-dichloropyrimidineHCID 257797—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product2-Chloro-4-methoxypyrimidin-5-amineHCID 21186356—

Reaction Steps

A mixture of 5-amino-2,4-dichloropyrimidine (0.32 g) (obtained as described in Chem. Pharm. Bull., (JAPAN), 1958, 6, 343-346) and a solution of sodium methoxide in methanol (from sodium (0.05 g) and methanol (25 ml)) was heated at reflux for 15 minutes and allowed to cool. Volatile material was removed by evaporation and a small volume of water added. The mixture was extracted twice with ether and the combined extracts were dried (MgSO4) and evaporated to give 5-amino-2-chloro-4-methoxypyrimidine (0.2 g) as an oil; 1H NMR (d6 -DMSO): 3.92 (s, 3H), 5.25 (s, 2H), 7.72 (s, 1H); mass spectrum (+ve CI): 160 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06060475
Source datasetuspto-grants-2000_05
ORD IDord-04e23bb672ad4a73a59cff9830ba2f16
Source noteuspto-grants-2000_05