P-Toluenesulfonylhydrazide → HCID 67657348, compound

HRID 1197755Notes

Reaction equation

HRID 1197755 reaction equation
[OH:1][CH:2]1[CH2:19][CH2:18][C@@:17]2([CH2:20][OH:21])[C:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C:11]2=O)=[CH:3]1.[S:23]([NH:33][NH2:34])([C:26]1[CH:32]=[CH:31][C:29]([CH3:30])=[CH:28][CH:27]=1)(=[O:25])=[O:24]>CO>[S:23]([NH:33][N:34]=[C:11]1[CH2:10][CH2:9][C@H:8]2[C@H:7]3[C@H:16]([CH2:15][CH2:14][C@:12]12[CH3:13])[C@:17]1([CH2:20][OH:21])[C:4](=[CH:3][CH:2]([OH:1])[CH2:19][CH2:18]1)[CH2:5][CH2:6]3)([C:26]1[CH:27]=[CH:28][C:29]([CH3:30])=[CH:31][CH:32]=1)(=[O:24])=[O:25]

Participants

4

Reactant 2

HCID 15303P-ToluenesulfonylhydrazideHCID 53838390HCID 53838390, compound

Product 1

HCID 67657348HCID 67657348, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3,19-Dihydroxyandrost-4-en-17-one (19) is heated under reflux in methanol with one equivalent of p-toluenesulfonylhydrazide (TsNHNH2, a) for 16 hours. After cooling, the mixture is evaporated to give the crude product. Purification yields the tosylhydrazone (20).

Workup

  1. temperatureAfter cooling
  2. customthe mixture is evaporated
  3. customto give the crude product
  4. customPurification

Sources & evidence

ORD record
ord-d0b51da06b2740b2bf48e8ba4062e6a1
Source dataset
uspto-grants-1994_01
Patent number
US05278141

Reaction notes

Loading…