Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332920Generated: October 25, 2026

Dichloromethane methanol → 2,6-Dichloro-5-methoxypyrimidine-4-carbaldehyde

https://huagongshe.com/reaction/332920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethane methanolHCID 21226129—
Reactant2,4-Dichloro-5-methoxy-6-vinylpyrimidineHCID 86689326—
Product2,6-Dichloro-5-methoxypyrimidine-4-carbaldehydeHCID 86689330100%

Reaction Conditions

Temperature-78 °C

Reaction Steps

The solution of 2,6-dichloro-5-methoxy-4-vinyl pyrimidine (50 g, 0.24 mol) in dichloromethane:methanol (4:1, 2 L), prepared by Example 1, was cooled to −78° C. Ozone gas was bubbled through for 5 h. The reaction was quenched with dimethyl sulfide (50 mL). The mixture was slowly warmed to room temperature and concentrated under reduced pressure at 40° C. to provide a crude material comprising the title compound (50.5 g, 100% yield); HPLC (85% acetonitrile buffered with 0.1% v/v acetic acid. The title compound was not isolated from the crude material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877925B2
Source datasetuspto-grants-2014_11
ORD IDord-012f2a2c013c4e5a8396870fe1076f20
Source noteuspto-grants-2014_11