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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705429Generated: October 31, 2026

Methanol → HCID 178497550, compound

https://huagongshe.com/reaction/705429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 178479743HCID 178479743—
ProductHCID 178497550HCID 17849755086%

Reaction Steps

To a stirred solution of 4-(1H-imidazol-4-yl)benzoic acid hydrochloride (20 mg, 0.089 mmol) at 0° C. in MeOH (5 mL) was added thionyl chloride (11.6 mg, 0.097 mmol) and the solution was allowed to warm to rt. After stirring overnight the solution was concentrated under reduced pressure to dryness and the crude residue was partitioned between EtOAc (25 mL) and sat'd NaHCO3 (5 mL). The organic layer was collected, dried (Na2SO4) and concentrated under reduced pressure to afford the desired product as a pale yellow solid (15 mg, 86% yield). 1H NMR: 3.92 (s, 3H), 7.41 (s, 1H), 7.67-7.77 (m, 3H), 8.03 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174942B2
Source datasetuspto-grants-2015_11
ORD IDord-5d848978cf344404a33cd4f1e1c6e6e0
Source noteuspto-grants-2015_11