Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856191Generated: October 31, 2026

Diethyl Ether → 2-(4-Chlorophenyl)-5-[2-(1-methyl-5-nitroimidazol-2-yl)-vinyl]-1,3,4-thiadiazole

https://huagongshe.com/reaction/1856191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-Methyl-5-nitro-1H-imidazole-2-carbaldehydeHCID 78487—
Reactant1,3,4-Thiadiazole, 2-(4-chlorophenyl)-5-methyl-HCID 12278152—
CatalystZincchlorideHCID 3007855—
SolventAcetic AcidHCID 176—
SolventAcetic AnhydrideHCID 7918—
Product2-(4-Chlorophenyl)-5-[2-(1-methyl-5-nitroimidazol-2-yl)-vinyl]-1,3,4-thiadiazoleHCID 7058272879.3%

Reaction Steps

21 g of 2-methyl-5-(4-chlorophenyl)-1,3,4-thiadiazole and 22.8 g of 1-methyl-5-nitroimidazol-2-carboxaldehyde are heated with 0.5 g of ZnCl2 in a mixture of 100 ml of acetic acid and 50 ml acetic anhydride for 5 hours at reflux temperature. After cooling, ether is added to the reaction mixture, and the precipitated solid is washed with water and recrystallized from dimethylformamide. 27.5 g of product of obtained, corresponding to 77% of the theory. The compound melts at 268° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04218460
Source datasetuspto-grants-1980_08
ORD IDord-47c3366e5c124ab9ab31385e22319832
Source noteuspto-grants-1980_08