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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2420308Generated: November 2, 2026

Sodium → 3,4-dihydro-2H-[1,3]oxazino[3,2-a]benzimidazole

https://huagongshe.com/reaction/2420308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
Reactant1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one methanesulfonateHCID 86735360—
SolventEthanolHCID 702—
Product3,4-dihydro-2H-[1,3]oxazino[3,2-a]benzimidazoleHCID 11095114—

Reaction Steps

To a solution of 0.5 parts of sodium in 40 parts of absolute ethanol are added in the cold 5.4 parts of 1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one methansulfonate. The whole is stirred until all solid enters solution. The solution is further stirred and refluxed for 2 hours. After cooling, the reaction mixture is filtered from some inorganic matter and the filtrate is evaporated. The residue is dissolved in 80 parts of methylbenzene, boiled with activated charcoal, filtered and the filtrate is evaporated again. The solid residue is washed with cold methylbenzene and crystallized from 16 parts of methylbenzene, yielding 2.6 parts of 3,4-dihydro-2H-[1,3]oxazino[3,2-a]benzimidazole; mp. 116.5°-118.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04110333
Source datasetuspto-grants-1978_08
ORD IDord-7834f81d3feb45e3b327a0fecc2ecc63
Source noteuspto-grants-1978_08