Ammonium Chloride → 5-(4-Bromo-3,5-dimethylphenyl)-2H-1,2,3,4-tetrazole

HRID 237600Notes

Reaction equation

HRID 237600 reaction equation
[Br:1][C:2]1[C:9]([CH3:10])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH3:11].[NH4+].[Cl-].[N-:14]=[N+:15]=[N-:16].[Na+]>CN(C)C=O.O>[Br:1][C:2]1[C:3]([CH3:11])=[CH:4][C:5]([C:6]2[NH:16][N:15]=[N:14][N:7]=2)=[CH:8][C:9]=1[CH3:10]

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 110850704-Bromo-3,5-dimethyl-benzonitrile

Product 1

HCID 866972675-(4-Bromo-3,5-dimethylphenyl)-2H-1,2,3,4-tetrazole

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-bromo-3,5-dimethylbenzonitrile (1 g) in N,N-dimethylformamide (10 mL) is added NH4Cl (770 mg) and NaN3 (800 mg) and the mixture is heated to 100° C. for 12 hours. After cooling to room temperature the mixture is diluted with water. The formed precipitate is filtered off, washed with water and dried to give the title compound. Yield: 650 mg; Mass spectrum (ESI+): m/z=253 [M+H]+.

Workup

  1. temperatureAfter cooling to room temperature the mixture
  2. filtrationThe formed precipitate is filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2c8a306a698340d7a724d56ee6ababad
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

Loading…