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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921793Generated: October 31, 2026

2-methyl-5-(4-nitrophenyl)-2H-tetrazole → 4-(2-methyl-2H-1,2,3,4-tetrazol-5-yl)aniline

https://huagongshe.com/reaction/1921793

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-methyl-5-(4-nitrophenyl)-2H-tetrazoleHCID 323192—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-(2-methyl-2H-1,2,3,4-tetrazol-5-yl)anilineHCID 113284696%

Reaction Steps

A mixture of 2-methyl-5-(4-nitro-phenyl)-2H-tetrazole (0.260 g, 1.27 mmol) and palladium on charcoal (53.6 mg) in ethanol (50 mL) is stirred in high pressure reactor under H2 at 4 bars for 17 hours. The catalyst is removed by filtration through Celite 521, washing with EtOH. The filtrates are combined and concentrated in vacuo to afford the title compound as a white solid (0.213 g, 96%). HPLC (254 nm) 1.50 min (89%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173656B2
Source datasetuspto-grants-2012_05
ORD IDord-277e7eb90c854d81bdd6ff8fd2f6bb88
Source noteuspto-grants-2012_05