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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244979Generated: October 25, 2026

Hydrochloric Acid → 4-(8-Oxo-6-thioxo-5-(4-methylphenyl)-5,7-diazaspiro[3.4]oct-7-yl)-2-trifluoromethylbenzonitrile

https://huagongshe.com/reaction/244979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant4-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 11615540—
Reactant1-(4-Methylphenyl)aminocyclobutanenitrileHCID 60987776—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(8-Oxo-6-thioxo-5-(4-methylphenyl)-5,7-diazaspiro[3.4]oct-7-yl)-2-trifluoromethylbenzonitrileHCID 15952782—

Reaction Steps

A mixture of 1a (0.912 g, 4 mmol) and 7a (0.558 g, 3 mmol) in dry DMF (0.5 ml) was stirred at room temperature for 24 h. To this mixture were added methanol (30 ml) and HCl aq. 2N (6 ml). The second mixture was refluxed for 6 h. After being cooled to room temperature, the reaction mixture was poured into cold water (50 ml) and extracted with ethyl acetate (60 ml). The organic layer was dried over MgSO4, concentrated and chromatographed (dichloromethane) to yield 4-(8-oxo-6-thioxo-5-(4-methylphenyl)-5,7-diazaspiro[3.4]oct-7-yl)-2-trifluoromethylbenzonitrile, 7c (0.959 g, 2.31 mmol, 77%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658681B2
Source datasetuspto-grants-2014_02
ORD IDord-6e2bd394f5d745b2b7f9b5a17dc4976a
Source noteuspto-grants-2014_02