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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475157Generated: November 1, 2026

Aniline → HCID 57824410, compound

https://huagongshe.com/reaction/1475157

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 numberUS09018363B2
Source datasetuspto-grants-2015_04
ORD IDord-bcd20f0b1e274bd0b0ecfcd23a65b217
Source noteuspto-grants-2015_04