Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404259Generated: October 29, 2026

Methanol → HCID 178497550, compound

https://huagongshe.com/reaction/404259

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 numberUS08748469B2
Source datasetuspto-grants-2014_06
ORD IDord-61776d565bb947ee94c8aea57ae5f07d
Source noteuspto-grants-2014_06