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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973446Generated: October 25, 2026

Toluene → N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimide

https://huagongshe.com/reaction/1973446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-NitrophthalimideHCID 11779—
Reactant1-(2-Chloroethyl)-2-methyl-5-nitroimidazoleHCID 83210—
ReactantPotassiumHCID 5462222—
SolventChloroformHCID 6212—
ProductN-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimideHCID 21491667—

Reaction Steps

3-Nitrophthalimide is converted to the potassium salt by the procedure described in Example 13 and then reacted with 1-(2-chloroethyl)-2-methyl-5-nitroimidazole according to the procedure described in Example 1. The crude reaction mixture is digested with toluene and then filtered to remove some insoluble material. Evaporation of the solvent leaves a syrup which is diluted with chloroform and then filtered to remove some insoluble material. The filtrate is further diluted with toluene and again filtered to remove some precipitate. The solvent is then evaporated from the filtrate and the resulting residue is recrystallized first from ethanol and then from acetone to give N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimide melting at about 175°-176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03997572
Source datasetuspto-grants-1976_12
ORD IDord-dc05d02bf81342b9a9572f3970f7d9fb
Source noteuspto-grants-1976_12