3,5-Bis(trifluoromethyl)benzaldehyde → 2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine

HRID 1518064Notes

Reaction equation

HRID 1518064 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][N:5]([CH3:7])[N:6]=1.[F:8][C:9]([F:23])([F:22])[C:10]1[CH:11]=[C:12]([CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:17]=1)[CH:13]=O>C1(C)C=CC=CC=1>[CH3:7][N:5]1[N:4]=[N:3][C:2]([N:1]=[CH:13][C:12]2[CH:15]=[C:16]([C:18]([F:20])([F:21])[F:19])[CH:17]=[C:10]([C:9]([F:8])([F:22])[F:23])[CH:11]=2)=[N:6]1

Participants

4

Reactant 2

HCID 1362473,5-Bis(trifluoromethyl)benzaldehydeHCID 1386772-methyl-2H-1,2,3,4-tetrazol-5-amine

Product 1

HCID 766457252-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture 5-amino-2-methyltetrazole (5.00 g, 50 mmol) and 3,5-bis(trifluoromethyl)benzaldehyde (19.5 g, 81 mmol) in toluene (100 mL) is stirred and refluxed for 3 hours. The resulting mixture is concentrated to give crude 2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine.

Workup

  1. temperaturerefluxed for 3 hours
  2. concentrationThe resulting mixture is concentrated

Sources & evidence

ORD record
ord-6862c81fe5fa462c8b68cbd07d193c96
Source dataset
uspto-grants-2012_07
Patent number
US08232403B2

Reaction notes

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