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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121837Generated: November 2, 2026

2-tert-Butyl-5-(3-methyl-4-nitrophenyl)-1,3,4-oxadiazole → 4-(5-(1,1-Dimethylethyl)-1,3,4-oxadiazol-2-yl)-2-methylaniline

https://huagongshe.com/reaction/2121837

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-tert-Butyl-5-(3-methyl-4-nitrophenyl)-1,3,4-oxadiazoleHCID 22481215—
CatalystZincHCID 23994—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
Product4-(5-(1,1-Dimethylethyl)-1,3,4-oxadiazol-2-yl)-2-methylanilineHCID 23434370—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(1,1-dimethylethyl)-5-(3-methyl-4-nitrophenyl)-1,3,4-oxadiazole (1.6 g), FeCl3.6H2O (5 g) and zinc powder (4 g) in a dimethylformamide/water mixture (1/1, 25 ml) is heated at 100° C. for 30 minutes and then filtered through Celite. After dilution with saturated aqueous sodium carbonate solution, the reaction mixture is extracted with diethyl ether. Drying over magnesium sulphate and evaporation of the organic phase gives the title aniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696487B2
Source datasetuspto-grants-2004_02
ORD IDord-60969689c84e4249a0f45b67a30e7e2d
Source noteuspto-grants-2004_02