Sodium Azide → HCID 14033022, compound

HRID 1194727Notes

Reaction equation

HRID 1194727 reaction equation
[Br: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>[Br: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 14033021HCID 14033021, compound

Product 1

HCID 14033022HCID 14033022, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of crude 3-bromo-5-(trichorovinyl)benzyl bromide (2.2 g) and sodium azide (760 mg) in 30 ml of ethanol was heated at reflux for 1 hour. The reaction solution was concentrated under reduced pressure and the residue triturated with 100 ml of hexane. The mixture was filtered and the filtrate chromatographed on silica (hexane) to give 1.1 g of pure azide.

Workup

  1. temperatureat reflux for 1 hour
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe residue triturated with 100 ml of hexane
  4. filtrationThe mixture was filtered
  5. customthe filtrate chromatographed on silica (hexane)

Sources & evidence

ORD record
ord-96b2ae4584ea4d95a569b1ee7d2ebe77
Source dataset
uspto-grants-1989_03
Patent number
US04816469

Reaction notes

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