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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452683Generated: October 27, 2026

Phosphorus oxychloride → HCID 178509740, compound

https://huagongshe.com/reaction/452683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Cyanobenzenepropanoic acidHCID 13854269—
ReactantHCID 178514416HCID 178514416—
SolventWaterHCID 962—
ProductHCID 178509740HCID 17850974016.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1H-benzotriazole-5-carbohydrazide (354 mg, 2.00 mmol), 3-(3-cyanophenyl)propionic acid (350 mg, 2.00 mmol) and phosphorus oxychloride (5 mL) was stirred at 100° C. for 4 hr. After cooling, the reaction mixture was poured into water and neutralized with sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate), and recrystallized from methanol/water to give the title compound (104 mg, yield 16%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492378B2
Source datasetuspto-grants-2013_07
ORD IDord-6cc29173eb2d432fb8b64fa6719b8c8c
Source noteuspto-grants-2013_07