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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892597Generated: October 30, 2026

Hydrochloric Acid → HCID 19895651, compound

https://huagongshe.com/reaction/892597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantSodium methanethiolateHCID 4378561—
ReactantHCID 19895617HCID 19895617—
SolventDiethyl EtherHCID 3283—
ProductHCID 19895651HCID 19895651—

Reaction Steps

1.58 g of 4-(4-cyano-2-methoxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile and 1.05 g of sodium methanethiolate were heated at 100° C. for 20 minutes in 15 ml of dimethylformamide. The mixture was allowed to cool to room temperature and then poured into water and diethyl ether. The aqueous phase was acidified with 2M aqueous hydrochloric acid and extracted with ethyl acetate. The organic extract was washed three times with water, dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (2:3) for the elution. After o recrystallization of the product from toluene there were obtained 1,1 g of 4-(5-cyano-2-hydroxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile of melting point 213°-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05118694
Source datasetuspto-grants-1992_06
ORD IDord-1dfa3f3d72f04ddfa58243962f55eba2
Source noteuspto-grants-1992_06