Sodium Azide → 3-Azidononane

HRID 989730

Reaction equation

HRID 989730 reaction equation
CS(O[CH:6]([CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=O)=O.[N-:15]=[N+:16]=[N-:17].[Na+]>CS(C)=O>[N:15]([CH:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:13][CH3:14])=[N+:16]=[N-:17]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 178887511-Ethyl-heptyl Methanesulphonate

Product 1

HCID 184193563-Azidononane

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

15.0 g (67.46 mmol) of 1-ethyl-heptyl methanesulphonate are dissolved in 300 ml of DMSO and, after addition of 17.54 g (269.8 mmol) of sodium azide, the mixture is stirred at 50° C. for 16 hours. The reaction mixture is poured into ice-water and extracted three times with ether. The extract is dried over sodium sulphate giving 11.4 g (96%) of a yellow liquid.

Workup

  1. extractionextracted three times with ether
  2. dry with materialThe extract is dried over sodium sulphate giving 11.4 g (96%) of a yellow liquid

Sources & evidence

ORD record
ord-5973f6b0206647cab6dccfdb93d60356
Source dataset
uspto-grants-2002_10
Patent number
US06458796B1

Linked notes

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