Sodium Azide → HCID 23036226, compound

HRID 1194733Notes

Reaction equation

HRID 1194733 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]([Cl:14])=[C:11]([Cl:13])[Cl:12])[CH:9]=1)[CH2:5]Br.[N-:15]=[N+:16]=[N-:17].[Na+]>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]([Cl:14])=[C:11]([Cl:13])[Cl:12])[CH:9]=1)[CH2:5][N:15]=[N+:16]=[N-:17]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 23036221HCID 23036221, compound

Product 1

HCID 23036226HCID 23036226, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-methyl-5-(trichlorovinyl)benzyl bromide (3.14 g) and sodium azide (1.0 g) in 25 ml of ethanol was heated at reflux for 2 hours. The reaction mixture was concentrated under reduced pressure and the resulting oil triturated with 50 ml of hexane. The mixture was filtered and the filtrate concentrated to give 2.64 g of azide.

Workup

  1. temperatureat reflux for 2 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe resulting oil triturated with 50 ml of hexane
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-27f4210082774cc9a8d40bdda56c99cf
Source dataset
uspto-grants-1989_03
Patent number
US04816469

Reaction notes

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