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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364803Generated: November 1, 2026

4-Cyanobenzoic acid → HCID 178513318, compound

https://huagongshe.com/reaction/1364803

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanobenzoic acidHCID 12087—
ReactantDiisopropylethylamineHCID 81531—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant4-Chloro-3-(pyridin-2-yl)anilineHCID 40151925—
ReactantN-(4-chloro-3-(pyridin-2-yl)phenyl)-4-cyanobenzamideHCID 66877347—
SolventEthanolHCID 702—
ProductHCID 178513318HCID 178513318—

Reaction Conditions

Temperature60 °C

Reaction Steps

240 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 207 mg of 4-cyanobenzoic acid via Procedure G. To 445 mg of N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-cyanobenzamide and 2.5 mL of DIPEA in 10 mL of EtOH was added 793 mg Hydroxylamine Hydrochloride and heated to 60° C. until reaction was complete. The solvent was subsequently evaporated, extracted twice with water in Ethyl Acetate, dried with Magnesium Sulfate, filtered and concentrated. The crude product was purified by reverse phase HPLC to give pure N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(N-hydroxycarbamimidoyl)benzamide. MS (Q1) 367.4 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888364B2
Source datasetuspto-grants-2011_02
ORD IDord-0fd38a1c23ef4561b837ce66916e575a
Source noteuspto-grants-2011_02