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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463478Generated: November 2, 2026

Hydrochloric Acid → HCID 19090376, compound

https://huagongshe.com/reaction/1463478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 15069584HCID 15069584—
CatalystDichlorocobalt hexahydrateHCID 517166—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 19090376HCID 1909037620.1%

Reaction Steps

A solution of 2-(4-cyano-3-methylphenyl)-5,6,7,8-tetrahydro-4H-thiazolo[5,4-b]azepine (20 g) and cobalt chloride hexahydrate (35.3 g) in a mixture of methanol (90 ml) and tetrahydrofuran (60 ml) was ice-cooled, followed by addition of a powder of sodium borohydride (33.1 g) gradually, and further stirred for 20 hrs. at room temperature. After acidifying with an aqueous 4N-hydrochloric acid, the reaction mixture was extracted with diethyl ether. The aqueous layer was alkalified with an aqueous ammonia and extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, and distilled under reduced pressure The residue was purified by a column chromatogarphy on silica gel, and neutralized with hydrogen chloride to give the title compound (yield 20.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05300639
Source datasetuspto-grants-1994_04
ORD IDord-fb93d5344fc4413d91aeb6259187bba4
Source noteuspto-grants-1994_04