Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70792Generated: October 26, 2026

Water → 12-oxo-3,4,6,12-tetrahydro-1H-thiopyrano[4',3':4,5]pyrido[1,2-a]benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/70792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1H-Benzimidazole-2-acetonitrileHCID 20455—
ReactantAmmonium AcetateHCID 517165—
ReactantMethyl 4-oxothiane-3-carboxylateHCID 10374916—
SolventAcetonitrileHCID 6342—
Product12-oxo-3,4,6,12-tetrahydro-1H-thiopyrano[4',3':4,5]pyrido[1,2-a]benzimidazole-5-carbonitrileHCID 7126864468.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 1H-benzimidazol-2-ylacetonitrile (13 g), methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate (15.3 g), and ammonium acetate (33 g) was heated and stirred at 140° C. for 1 hour. The reaction mixture was cooled to room temperature, water and acetonitrile were added, and the resulting precipitate was collected by filtration and dried under reduced pressure to obtain 12-oxo-3,4,6,12-tetrahydro-1H-thiopyrano[4′,3′:4,5]pyrido[1,2-a]benzimidazole-5-carbonitrile (16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822688B2
Source datasetuspto-grants-2014_09
ORD IDord-1911c51393d64009890652cfd444e22a
Source noteuspto-grants-2014_09