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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073967Generated: November 2, 2026

Hydrochloric Acid → HCID 19895651, compound

https://huagongshe.com/reaction/1073967

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 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 numberUS04971982
Source datasetuspto-grants-1990_11
ORD IDord-78192adb9cb948ba86692b3e6f5dfc8a
Source noteuspto-grants-1990_11