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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965223Generated: November 3, 2026

Phosphorus oxychloride → Methyl 2-chloro-1H-benzo[d]imidazole-5-carboxylate

https://huagongshe.com/reaction/1965223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactantmethyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylateHCID 10352553—
SolventWaterHCID 962—
ProductMethyl 2-chloro-1H-benzo[d]imidazole-5-carboxylateHCID 11543028—

Reaction Steps

Methyl 2-oxo-2,3-dihydro-1H-benzimidazole-6-carboxylate (43 g, 0.22 mol) was charged into Phosphorus oxychloride (286 ml). Dry hydrogen chloride was bubbled through the boiling reaction mass for 12 hours. After cooling reaction mass was poured in mixture of ice and water (2 kg). Precipitate was filtered out. Filtrate was diluted with water (1.25 l) and ammonia solution (˜800 ml). After that pH was adjusted to 5.6 with use of ammonia solution. Precipitate was filtered and rinsed with water. Yield 39.5 g (84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08416376B2
Source datasetuspto-grants-2013_04
ORD IDord-29519c791d434db0a19a91ee3483d565
Source noteuspto-grants-2013_04