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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655777Generated: November 1, 2026

Dimethylformamide → 5-Chloropyrazinoic acid

https://huagongshe.com/reaction/655777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant5-Hydroxypyrazine-2-carboxylic acidHCID 178524774—
Product5-Chloropyrazinoic acidHCID 46547275%

Reaction Steps

5-Hydroxypyrazine-2-carboxylic acid (1.0 g, 0.007 mol) was taken in thionyl chloride (10 mL), to this solution dimethylformamide (0.1 mL) was added which was heated to reflux for 16 h. After this period, excess thionyl chloride was distilled off to get crude compound, which was added to ice (20 g) and extracted with ethyl acetate (2×70 mL). The organic layers were combined and dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain brown solid which was triturated with diethyl ether (30 mL) to afford 600 mg (75%) of 5-chloropyrazine-2-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071605B2
Source datasetuspto-grants-2011_12
ORD IDord-7c734bbda8984c5ca7e6c413be1df7f6
Source noteuspto-grants-2011_12