The Synthetic Routes of Imidazo[1,2-b]pyridazine-6-carboxylic acid (9CI)

Imidazo[1,2-b]pyridazine-6-carboxylic acid (CAS: 9CI), also known as 2-imidazo[1,2-b][1,4]benzoxazepine-3-carboxylic acid, is a synthetic chemical compound that finds application in various industries such as pharmaceuticals, agrochemicals, and dyes.
The compound is known for its unique properties such as antibacterial, antifungal, and insecticidal activities.
In this article, we will discuss the synthetic routes of 9CI and its significance in the chemical industry.

1. Synthesis Route 1: via 2-imidazo[1,2-b][1,4]benzoxazepine-3-carboxylic acid

The first step in the synthesis of 9CI involves the preparation of 2-imidazo[1,2-b][1,4]benzoxazepine-3-carboxylic acid, which is then converted to 9CI.
This synthetic route involves several steps, including the synthesis of 2-imidazo[1,2-b][1,4]benzoxazepine-3-carboxylic acid from 2-imidazo[1,2-b]pyridine-3-carboxylic acid and benzoxazepine.
The synthesis of 2-imidazo[1,2-b]pyridine-3-carboxylic acid involves the reaction of pyridine-2,6-dicarboxylic acid with sodium hydroxide, followed by treatment with 2,4-dinitrophenylhydrazine.
The synthesis of benzoxazepine involves the reaction of nitrobenzene with sodium hydroxide, followed by treatment with o-phenylenediamine.
The final step involves the reaction of 2-imidazo[1,2-b][1,4]benzoxazepine-3-carboxylic acid with sodium hydroxide to yield 9CI.

1. Synthesis Route 2: via 2-imidazo[1,2-b]pyridazine-6-carboxylic acid

The second synthetic route for 9CI involves the synthesis of 2-imidazo[1,2-b]pyridazine-6-carboxylic acid, which is then converted to 9CI.
This synthetic route involves several steps, including the synthesis of 2-imidazo[1,2-b]pyridazine-6-carboxylic acid from 2-imidazo[1,2-b]pyridine-3-carboxylic acid and pyridazine-3-carboxylic acid.
The synthesis of 2-imidazo[1,2-b]pyridine-3-carboxylic acid involves the reaction of pyridine-2,6-dicarboxylic acid with sodium hydroxide, followed by treatment with 2,4-dinitrophenylhydrazine.
The synthesis of pyridazine-3-carboxylic acid involves the reaction of nitropyridine with N-bromosuccinimide, followed by treatment with sodium hydroxide.
The final step involves the reaction of 2-imidazo[1,2-b]pyridazine-6-carboxylic acid with sodium hydroxide to yield 9CI.

1. Synthesis Route 3: via 2-imidazo[1,2-b]benzoxazepine-3-carboxylic acid

The third synthetic route for 9CI involves the synthesis of 2-imidazo[1,2-b]benzoxazepine-