Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077016Generated: October 25, 2026

Water → HCID 22790350, compound

https://huagongshe.com/reaction/1077016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-MercaptopyridineHCID 2723698—
Reactant21-Bromo-3alpha-hydroxy-5alpha-pregnane-11,20-dioneHCID 86733467—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22790350HCID 2279035022.4%

Reaction Steps

A solution of 21-bromo-3α-hydroxy-5α-pregnane-11,20-dione (1.0 g.) in tetrahydrofuran (10 ml) was added to a solution of pyrid-2-thione (0.5 g) in 2N-aqueous sodium hydroxide (10 ml). After allowing the mixture to stand at room temperature for 3 mins., water and ether were added. The organic layer was washed with water, dried (Na2SO4) and evaporated. The residue was subjected to preparative t.l.c. and recrystallisation from methyl acetate/petrol to give title compound (240 mg.) as white needles m.p. 184° [α]D + 130° (c 0.9).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03959260
Source datasetuspto-grants-1976_05
ORD IDord-506043b8c987439d841b90f07acda679
Source noteuspto-grants-1976_05