Title:Novel Approach for the Synthesis of 2, 5-disubstituted 1, 3, 4-thiadiazoles
from Benzothiohydrazides and Ethylbenzimidate
Volume: 20
Issue: 11
Author(s): Shobha S, Kemparajegowda, Swamy Savvemala Girimanchanaika, Hassan A. Swarup and Kempegowda Mantelingu*
Affiliation:
- Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru, Karnataka 570006, India
Keywords:
Benzothiohydrazides, dithioester, dimethyl sulfoxide, ethyl benzimidate, thiadiazols, triethylamine.
Abstract: In the current study, a simple and reliable technique for the synthesis of 2,5-disubstituted
1,3,4-thiadiazoles from ethylbenzimidate and benzothiohydrazides were devised. This protocol goes
via a base-mediated nucleophilic addition elimination process, followed by intramolecular rearrangement.
Our method utilizes commonly accessible and non-toxic substrates and a simple workup procedure
to produce high to exceptional yields (70-91%) of 2,5-diphenyl 1,3,4-thiadiazoles derivatives
with a wide range of substitutions. We present a simple procedure for the synthesis of 1, 3, 4-
thiadiazole using ethylbenzimidate and benzothiohydrazides in the presence of Et3N in DMSO solvent
as affordable and easily accessible starting materials to create derivatives under ambient conditions.
