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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194760Generated: November 1, 2026

5-Isopropyl-6-chloro-2,4-dimethoxypyrimidine → 6-Chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/2194760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Isopropyl-6-chloro-2,4-dimethoxypyrimidineHCID 16088186—
SolventHydrochloride methanolHCID 21893726—
Product6-Chloro-5-isopropylpyrimidine-2,4(1H,3H)-dioneHCID 11127043700.4%

Reaction Steps

4-Chloro-5-isopropyl-2,6-dimethoxy-pyrimidine (40 g, 18.47 mmol) was dissolved in 150 mL of conc. HCl-methanol (1:2) and refluxed for 6 hr. The mixture was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, chloroform:methanol (from 95:5 to 90:10)) to give 24.4 g (70%) of 6-chloro-5-isopropyl-1H-pyrimidine-2,4-dione as a white solid. m.p. 250-251° C.; 1H-NMR (200 MHz, CDCl3) δ 1.25 (6H, d, J=7.1 Hz), 3.13 (1H, m); m/z (EI) 188 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334295B2
Source datasetuspto-grants-2012_12
ORD IDord-4d850f2857454f53b282d14fbcef761a
Source noteuspto-grants-2012_12