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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960018Generated: October 30, 2026

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

https://huagongshe.com/reaction/1960018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Bis(trifluoromethyl)benzaldehydeHCID 136247—
Reactant1-methyl-1H-tetrazol-5-amineHCID 138492—
Reactant2-methyl-2H-1,2,3,4-tetrazol-5-amineHCID 138677—
SolventTolueneHCID 1140—
Product2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amineHCID 76645725—

Reaction Steps

A crude mixture of 5-amino-2-methyltetrazole and 5-amino-1-methyltetrazole is treated with 3,5-bis(trifluoromethyl)benzaldehyde (48 mL, 71 g, 0.29 mol) in toluene (780 mL), and the mixture is stirred and refluxed for 5 hours. The resulting mixture is filtered to remove off the insoluble solid (5-amino-1-methyltetrazole), and the residue is washed with hot toluene. The filtrate is concentrated to give crude 2-methyl-N-[3,5-bis(trifluoromethyl)phenylmethylene]-2H-tetrazole-5-amine (70.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410275B2
Source datasetuspto-grants-2013_04
ORD IDord-fa765c690d764243bc5ba1ed2084de93
Source noteuspto-grants-2013_04