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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855498Generated: November 1, 2026

Triethylamine → 3-Fluoro-4-(3-methyl-1H-1,2,4-triazol-1-YL)aniline

https://huagongshe.com/reaction/1855498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-fluoro-4-nitrophenyl)-3-methyl-1H-1,2,4-triazoleHCID 57526963—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product3-Fluoro-4-(3-methyl-1H-1,2,4-triazol-1-YL)anilineHCID 5752697473.2%

Reaction Steps

1-(2-Fluoro-4-nitro-phenyl)-3-methyl-1H-[1,2,4]triazole (250 mg, 1.13 mmol) was dissolved in tetrahydrofurane (6 mL) and triethylamine (5 mL) and stirred for 2 hours with 10% palladium on carbon (55 mg) under 1.5 bar of hydrogen. The reaction mixture was filtered and the solvent was removed under reduced pressure to yield the title compound (159 mg, 73%) as a yellow solid MS ISP (m/e): 193.3 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.31 (d, 1H), 7.45 (dd, 1H), 6.51 (m, 2H), 3.94 (s broad, 2H), 2.48 (s, 3H). Mp 122-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962834B2
Source datasetuspto-grants-2015_02
ORD IDord-a0079d5d79e346e9b9b0fc708fbc4841
Source noteuspto-grants-2015_02