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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365564Generated: October 29, 2026

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

https://huagongshe.com/reaction/1365564

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 numberUS07889297B2
Source datasetuspto-grants-2011_02
ORD IDord-a55e7a6bafb54cb1b95dbe0c52923602
Source noteuspto-grants-2011_02