Methyl 3-chloropyridazine-6-carboxylate

Methyl 3-chloropyridazine-6-carboxylate - Names and Identifiers

Name	Methyl 6-chloropyridazine-3-carboxylate
Synonyms	CML-037 AKOS 91997 Methyl 3-chloropyridazine... 6-chloropyridazine-3-carboxylate 6-Chloro-3-(methoxycarbonyl)pyridazine Methyl 6-chloropyridazine-3-carboxylate METHYL 6-CHLOROPYRIDAZINE-3-CARBOXYLATE Methyl 3-chloropyridazine-6-carboxylate 6-Chloropyridazine-3-carboxylic acid methyl ester 6-Chloro-pyridazine-3-carboxylic acid methyl ester 3-Pyridazinecarboxylic acid, 6-chloro-, Methyl ester
CAS	65202-50-8
InChI	InChI=1/C5H3ClN2O2/c6-4-2-1-3(5(9)10)7-8-4/h1-2H,(H,9,10)/p-1

Methyl 3-chloropyridazine-6-carboxylate - Physico-chemical Properties

Molecular Formula	C6H5ClN2O2
Molar Mass	172.57
Density	1.372±0.06 g/cm3(Predicted)
Melting Point	145 °C(Solv: ligroine (8032-32-4))
Boling Point	310.9±22.0 °C(Predicted)
Flash Point	213.2°C
Vapor Presure	4.02E-08mmHg at 25°C
pKa	-1.06±0.10(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C

Methyl 3-chloropyridazine-6-carboxylate - Risk and Safety

Hazard Symbols	Xi - Irritant
HS Code	29335990
Hazard Class	IRRITANT

Methyl 3-chloropyridazine-6-carboxylate - Reference Information

Application

methyl 6-chloropyridazine-3-carboxylate is a carboxylic acid ester compound, which can be used in the synthesis of hypolipidemic, anti-proliferative active compounds, key intermediates of pesticides and insecticides.

synthesis method

In the synthesis of 6-methyl -3(2H)-pyridazinone, because the reaction produces a large amount of HBr gas, need to slowly drop bromine, otherwise easy to flush. After 4, 5-dihydro-6-methyl-3 (2H)-pyridazinone (3) reacts with bromine, 6-methyl -3(2H) is easily formed.-Hydrobromide of pyridazinone (5), after elimination of bromination, the product is filtered out by suction and dried, and then free out with sodium acetate 5. In this paper, this operation is omitted. After partial solvent is distilled off under reduced pressure, sodium acetate is directly added to the reaction, which can reduce the loss in the treatment process and improve the yield. In the synthesis of 6-oxo-1, 6-dihydropyridazine-3-carboxylic acid (6), methyl 6-chloropyridazine-3-carboxylate was obtained using 10% dilute nitric acid as the oxidizing agent, but the yield was too low. In addition, the literature reported using concentrated sulfuric acid as solvent, potassium dichromate as oxidant, reaction at 50 ℃ for 2 h, the yield can reach 60%. It is found that a small amount of dilute nitric acid is added to the reaction solution and the reaction at a lower temperature can achieve satisfactory results.

Figure 6-synthetic roadmap of chloropyridazine-3-carboxylic acid methyl ester

Last Update：2024-04-09 20:49:11