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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052255Generated: October 30, 2026

Methanethiol → 17alpha-Methylthio-1,4-Androstadiene-3,11-Dione

https://huagongshe.com/reaction/2052255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanethiolHCID 878—
ReactantSodiumHCID 5360545—
Reactant17beta-Methanesulfonyloxy-1,4-androstadiene-3,11-dioneHCID 56609103—
SolventEthanolHCID 702—
Product17alpha-Methylthio-1,4-Androstadiene-3,11-DioneHCID 54358159—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 6.9 gm. of sodium metal dissolved in 225 ml. of ethanol is added 30 ml. of methylmercaptan followed by 10 gm. of 17β-methanesulfonyloxy-1,4-androstadiene-3,11-dione. Heat at reflux for 18 hours. Cool the solution to 0° C., filter solids and crystallize from chloroform/hexane to obtain the title compound; m.p. 180°-183° C.; [α]D26 +101.6° (DMF).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04183924
Source datasetuspto-grants-1980_01
ORD IDord-4d72ea8ffee140d8805e2f915f730ea0
Source noteuspto-grants-1980_01