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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925429Generated: October 28, 2026

Aniline → HCID 57824410, compound

https://huagongshe.com/reaction/1925429

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. 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 367 (M+H); mp 136-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178658B2
Source datasetuspto-grants-2012_05
ORD IDord-b0f2733a655f493e9a5799c8a8d12c93
Source noteuspto-grants-2012_05