Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197869Generated: October 25, 2026

Triethylamine → 3-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazole

https://huagongshe.com/reaction/1197869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropionylhydrazineHCID 79890—
ReactantN-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chlorideHCID 13633435—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventChloroformHCID 6212—
Product3-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazoleHCID 1910523990.1%

Reaction Steps

1.4 ml of triethylamine, then 3 g of the product of Step B were introduced into a solution of 1.76 g of propionic acid hydrazide in 160 ml of toluene, this latter having been brought to reflux and then cooled. After refluxing for 1 hour, the toluene was eliminated under reduced pressure and the residue was taken up in 50 ml of chloroform and 50 ml of water. The aqueous phase was extracted with chloroform and the organic extracts were dried and concentrated to obtain an oil which was purified by chromatography on silica and elution with ethyl acetate and cyclohexane (8-2) to obtain 3 g of 3-ethyl-4-(4-methoxyphenyl)-5-(4-nitro-3-methylphenyl)-4H-1,2,4-triazole in the form of an oil which had an Rf of 0.6 on thin film chromatography (eluent:chloroformethanol 9-1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05278180
Source datasetuspto-grants-1994_01
ORD IDord-e7abdfbe1afa475bad383ea23d5f7867
Source noteuspto-grants-1994_01