Sulfuryl chloride → HCID 57311760, compound

HRID 1440976Notes

Reaction equation

HRID 1440976 reaction equation
[F:1][C:2]([F:25])([F:24])[C@@H:3]1[C:20]2[C@:15]([CH3:22])([CH:16]=[CH:17][C:18](=[O:21])[CH:19]=2)[C@@H:14]2[C@H:5]([C@H:6]3[C@@:10]([CH2:12][CH2:13]2)([CH3:11])[C:9](=[O:23])[CH2:8][CH2:7]3)[CH2:4]1.S(Cl)([Cl:29])(=O)=O>N1C=CC=CC=1>[Cl:29][C:19]1[C:18](=[O:21])[CH:17]=[CH:16][C@@:15]2([CH3:22])[C:20]=1[C@@H:3]([C:2]([F:24])([F:25])[F:1])[CH2:4][C@@H:5]1[C@@H:14]2[CH2:13][CH2:12][C@@:10]2([CH3:11])[C@H:6]1[CH2:7][CH2:8][C:9]2=[O:23]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 57285233HCID 57285233, compound

Product 1

HCID 57311760HCID 57311760, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 6α-trifluoromethyl-androsta-1,4-diene-3,17-dione (3.524 g, 10 mmol) in pyridine (35 ml) was added dropwise sulfurylchloride (2.699 g, 20 mmol) at about +5° C. in 20 min. The reaction mixture was stirred further 1 h at +5° C. and then poured onto water. The precipitate was filtered off and the residue purified by trituration in ethylacetate and dichloromethane. Thus almost pure title compound was obtained in about 60% yield (2.32 g).

Workup

  1. additionpoured onto water
  2. filtrationThe precipitate was filtered off
  3. customthe residue purified by trituration in ethylacetate

Sources & evidence

ORD record
ord-7f377c457ba149d381483cfe23114346
Source dataset
uspto-grants-1996_03
Patent number
US05502044

Reaction notes

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