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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233679Generated: October 30, 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/2233679

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 numberUS07709517B2
Source datasetuspto-grants-2010_05
ORD IDord-e53e62bd27944f77889a6f765f24fbe3
Source noteuspto-grants-2010_05