HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22790350, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Mercaptopyridine | HCID 2723698 | — |
| Reactant | 21-Bromo-3alpha-hydroxy-5alpha-pregnane-11,20-dione | HCID 86733467 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22790350 | HCID 22790350 | 22.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03959260 |
| Source dataset | uspto-grants-1976_05 |
| ORD ID | ord-506043b8c987439d841b90f07acda679 |
| Source note | uspto-grants-1976_05 |