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

HRID 486037Notes

Reaction equation

HRID 486037 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-5710b3c07257487fbd7223d4a6d84f28
Source dataset
uspto-grants-1994_03
Patent number
US05290780

Reaction notes

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