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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855500Generated: November 2, 2026

Triethylamine → 3-fluoro-4-(5-methyl-1H-1,2,4-triazol-1-yl)aniline

https://huagongshe.com/reaction/1855500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-fluoro-4-nitrophenyl)-5-methyl-1H-1,2,4-triazoleHCID 58414461—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product3-fluoro-4-(5-methyl-1H-1,2,4-triazol-1-yl)anilineHCID 5841445975.2%

Reaction Steps

1-(2-Fluoro-4-nitro-phenyl)-5-methyl-1H-[1,2,4]triazole (120 mg, 0.54 mmol) was dissolved in tetrahydrofurane (6 mL) and triethylamine (10 mL) and stirred for 4 hours with 10% palladium on carbon (50 mg) under 3 bar of hydrogen. The reaction mixture was filtered and the solvent was removed in vacuo to yield the title compound (78 mg, 75%) as a yellow solid. MS ISP (m/e): 193.3 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.93 (s, 1H), 7.16 (dd, 1H), 6.51 (m, 2H), 4.03 (s broad, 2H), 2.38 (s, 3H). Mp 106-108° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962834B2
Source datasetuspto-grants-2015_02
ORD IDord-f1ac76d4783043c19055963b4241e8a4
Source noteuspto-grants-2015_02