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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189518Generated: November 2, 2026

Aniline → HCID 57824410, compound

https://huagongshe.com/reaction/1189518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant4-NitroanilineHCID 7475—
ReactantTriphosgeneHCID 94429—
ReactantHCID 66968924HCID 66968924—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57824410HCID 57824410—

Reaction Steps

4-(4-Nitrophenyl)-2-(4-trifluoromethoxyphenyl)-2,4-dihydro-[1,2,4]triazol-3-one. The title compound was prepared according to the procedure in Henbach, DE 2724891 A1, 1978, with modifications to three steps: In the addition of the aniline, 4-nitroaniline was used instead of 3,5-dichloroaniline and dry THF was used as solvent instead of toluene. In the formation of the triazolinone ring, triphosgene (0.65 equiv) was used instead of phosgene: mp 136-140° C.; 1H NMR (300 MHz, CDCl3) δ 8.40 (d, J=8.8 Hz, 2H), 8.05 (d, J=8.8 Hz, 2H), 7.99 (s, 1H), 7.89 (d, J=9.3 Hz, 2H), 7.32 (d, J=9.3 Hz, 2H); ESIMS m/z 367 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674109B2
Source datasetuspto-grants-2014_03
ORD IDord-30e976909d35440ea2c5791c650b94b2
Source noteuspto-grants-2014_03