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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2083770Generated: November 1, 2026

Ammonium Chloride → 2,6-Difluoro-9-(1-methylpiperidin-4-YL)-9H-thioxanthen-9-OL

https://huagongshe.com/reaction/2083770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-chloro-N-methylpiperidineHCID 79342—
ReactantMagnesiumHCID 5462224—
Reactant2,6-Difluoro-9H-thioxanthen-9-oneHCID 20357484—
SolventTetrahydrofuranHCID 8028—
Product2,6-Difluoro-9-(1-methylpiperidin-4-YL)-9H-thioxanthen-9-OLHCID 20357479—

Reaction Steps

The Grignard reagent prepared from 2.7 g. (0.02 mol) of 4-chloro-N-methylpiperidine and 0.5 g. (0.02 mol) of magnesium turnings in tetrahydrofuran is treated with 2.5 g. (0.01 mol) of 2,6-difluorothioxanthone at a rate to maintain slow reflux. The mixture is refluxed for six hours, hydrolyzed with saturated ammonium chloride solution and extracted with ether to yield 2,6-difluoro-9-(1-methyl-4-piperidyl)-thioxanthene-9-ol, m.p. 207°-209° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04086350
Source datasetuspto-grants-1978_04
ORD IDord-8ef1ec4c11af45f8b00f522d2b3e915a
Source noteuspto-grants-1978_04