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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389813Generated: October 25, 2026

Phosphorus oxychloride → 5-Chloro-7-(2,4-dichlorophenyl)-2-(trifluoromethyl)[1,2,4]triazolo[1,5-c]pyrimidine

https://huagongshe.com/reaction/2389813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178517481HCID 178517481—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product5-Chloro-7-(2,4-dichlorophenyl)-2-(trifluoromethyl)[1,2,4]triazolo[1,5-c]pyrimidineHCID 59313146—

Reaction Conditions

Temperature120 °C

Reaction Steps

950 mg (2.7 mmol) of 7-(2,4-dichlorophenyl)-2-(trifluoromethyl)[1,2,4]triazolo[1,5-c]pyrimidin-5-ol (Example 130A) are introduced into phosphoryl chloride (10 ml), 1.86 g (8.2 mmol) of benzyltriethylammonium chloride are added, and the reaction mixture is stirred at 120° C. for 12 h. The reaction mixture is slowly poured, with vigorous stirring, into saturated sodium bicarbonate solution and ice, and solid sodium bicarbonate (approx. 5 g) is added until a pH of 8 is reached. The solid is filtered off with suction. The reaction vessel is washed out with dichloromethane, and the organic phase is dried over magnesium sulphate, concentrated and combined with the filtered solid. The crude product is purified by silica gel chromatography (cyclohexane/ethyl acetate 10:1). 784 mg (78% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273752B2
Source datasetuspto-grants-2012_09
ORD IDord-9da408a79dec41ad9820cc1b4c57c210
Source noteuspto-grants-2012_09