2-Bromobenzonitrile → 5-(2-Bromophenyl)-1-(trimethylstannyl)-1H-tetrazole

HRID 1654153Notes

Reaction equation

HRID 1654153 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:10][Sn:11]([N:14]=[N+:15]=[N-:16])([CH3:13])[CH3:12]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]1[N:14]([Sn:11]([CH3:13])([CH3:12])[CH3:10])[N:15]=[N:16][N:5]=1

Participants

4

Reactant 2

HCID 162722-BromobenzonitrileHCID 5104973Azido(trimethyl)stannane

Product 1

HCID 200793455-(2-Bromophenyl)-1-(trimethylstannyl)-1H-tetrazole

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1.50 g of o-bromobenzonitrile in 8.0 ml of toluene is added 1.70 g of trimethyltin azide. The reaction mixture is heated to reflux for 18 hours and then allowed to cool to room temperature. The resulting white precipitate is isolated by filtration and used without purification in the next step.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux for 18 hours
  3. customThe resulting white precipitate is isolated by filtration
  4. customused without purification in the next step

Sources & evidence

ORD record
ord-6d63f93e9aec41b29a3be8645843ea71
Source dataset
uspto-grants-1995_04
Patent number
US05405849

Reaction notes

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