Sodium Azide → HCID 23036214, compound

HRID 2414156Notes

Reaction equation

HRID 2414156 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[CH:4][C:3]=1[C:10]([Cl:14])=[C:11]([Cl:13])[Cl:12].[N-:15]=[N+:16]=[N-:17].[Na+]>C(O)C>[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:15]=[N+:16]=[N-:17])=[CH:4][C:3]=1[C:10]([Cl:14])=[C:11]([Cl:13])[Cl:12]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 23036239HCID 23036239, compound

Product 1

HCID 23036214HCID 23036214, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-methyl-3-(trichlorovinyl)benzyl chloride (1.81 g) and sodium azide (650 mg) in 20 ml of ethanol was heated at reflux for 5 hours. The reaction mixture was concentrated and then chromatographed on silica gel. Elution with 1:1 hexane:methylene chloride afforded 1.65 g of pure azide.

Workup

  1. temperatureat reflux for 5 hours
  2. concentrationThe reaction mixture was concentrated
  3. customchromatographed on silica gel
  4. washElution with 1:1 hexane

Sources & evidence

ORD record
ord-e0ef061b403547999403f3abe8ecf276
Source dataset
uspto-grants-1988_01
Patent number
US04721791

Reaction notes

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