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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612382Generated: November 1, 2026

Phosphoric Acid → HCID 22253352, compound

https://huagongshe.com/reaction/1612382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 22596067HCID 22596067—
SolventWaterHCID 962—
ProductHCID 22253352HCID 2225335292.2%

Reaction Steps

A mixture of [4-(1-ethyl-propylamino)-6-methyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-3-yl]-acetonitrile (800 mg, 2.27 mmol), 6 ml of 85% phosphoric acid and 2 ml of water was heated at reflux for 2 hours and cooled to room temperature. The reaction mixture was neutralized with 2N NaOH and extracted twice with chloroform. The chloroform layer was dried and concentrated to give a yellow solid. The solid was purified through silica gel column chromatography using hexane to 6% ethyl acetate in hexane as eluent to give 730 mg (92.2%) of a white solid. 1H NMR (CDCl3) δ 6.87(s,2H), 6.5(s,1H), 4.1(m,1H), 3.12(s,2H), 2.38(s,3H), 2.30(s,3H), 2.10(s,3H), 1.7–2.0(m,4H), 0.8(t,6H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992188B1
Source datasetuspto-grants-2006_01
ORD IDord-90e4c187ea754193b9decfa86417e038
Source noteuspto-grants-2006_01