Synthesis of 3,6-dichloro-[1,2,4]triazolo[4,3-b]pyridazine for an Organic Chemistry Laboratory Approach: A Versatile Heterocyclic Intermediate

Faculty Sponsor

Kevin Jantzi

College

College of Arts & Sciences (CAS)

Department/Program

Chemistry Department

ORCID Identifier(s)

0009-0003-4054-6569

Presentation Type

Oral Presentation

Symposium Date

Summer 7-23-2025

Abstract

The synthesis of heterocyclic compounds, such as 3,6-dichloro-[1,2,4]triazolo[4,3-b]pyridazine, is becoming increasingly popular due to their significance in medicinal chemistry research. This project focuses on replicating and optimizing experimental methods used to synthesize this compound intermediate from techniques in a patent that an alumni student has researched. Our approach builds upon those existing methods with the aim of synthesizing this compound in an organic chemistry laboratory setting. Small scale reactions utilizing a mono wave machine assist in reducing the rate of reaction times. The formation of a key intermediate, 6-chloro-[1,2,4]triazolo[4,3-b]pyridazine-3(2H)-one, was shortened from a three day reflux to a 35 minute reaction time. We have demonstrated that modification of certain reagents and conditions were deemed unnecessary or had minimal influence on the reaction, allowing for simpler and effective techniques. Further steps in the synthesis are ongoing, with the goal of improving purity and yield.

Abstract Image

Biographical Information about Author(s)

I, Johana, am currently majoring in Biology with a minor in Chemistry on the premed track. I previously started doing research with Dr. Jantzi in the fall of 2024 and was fortunate to continue doing research this summer through the EPIC program. Dr. Jantzi offered a a new project that was previously researched by an alumni student. This matched with my interests, since I am planning on going to med school.

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