Sodium Azide → HCID 13714626, compound

HRID 845212Notes

Reaction equation

HRID 845212 reaction equation
[N:1]([C:4]1[C:21](=[O:22])[CH2:20][CH2:19][C@@:18]2([CH3:23])[C:5]=1[CH2:6][CH2:7][C@@H:8]1[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]1[CH2:10][CH2:11][C:12]2=[O:24])=[N+]=[N-].[N-]=[N+]=[N-].[Na+]>CN(C)C=O>[NH2:1][C:4]1[C:21](=[O:22])[CH2:20][CH2:19][C@@:18]2([CH3:23])[C:5]=1[CH:6]=[CH:7][C@@H:8]1[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]1[CH2:10][CH2:11][C:12]2=[O:24]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 13714628HCID 13714628, compound

Product 1

HCID 13714626HCID 13714626, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.125 g of 4-azidoandrost-4-en-3,17-dione in 10 ml of dimethylformamide and 0.4 ml of a 1N sodium azide aqueous solution is stirred and heated at 90°-100° C. for 30 minutes, during which time the evolution of nitrogen is observed. After cooling the reaction mixture is worked up as described in the example 1. There are obtained 0.085 g of the title compound, m.p. 147°-149° C. (dec.).

Workup

  1. temperatureheated at 90°-100° C. for 30 minutes, during which time the evolution of nitrogen
  2. temperatureAfter cooling the reaction mixture

Sources & evidence

ORD record
ord-3463a41b08e54bae96f99b5b9dce03a7
Source dataset
uspto-grants-1988_07
Patent number
US04757061

Reaction notes

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