3-Chloro-6-methylpyridazine Chemical Properties

Melting point:

58-62 °C

Boiling point:

58 °C

Density 

1.234±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

DMSO, Methanol (Slightly)

form 

Solid

pka

1.26±0.10(Predicted)

color 

Pale Beige

BRN 

108655

InChI

InChI=1S/C5H5ClN2/c1-4-2-3-5(6)8-7-4/h2-3H,1H3

InChIKey

PRORLQAJNJMGAR-UHFFFAOYSA-N

SMILES

C1(Cl)=NN=C(C)C=C1

CAS DataBase Reference

1121-79-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38-43-41-38-22

Safety Statements 

26-37/39-36/37-37

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

29339900

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1

MSDS

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3-Chloro-6-methylpyridazine Usage And Synthesis

Chemical Properties

colorless to yellow liquid

Uses

3-Chloro-6-methylpyridazine is used for preparation of heterocyclic compounds as integrase inhibiting antiviral agents.

Reactions

3-Chloro-6-methyl pyridazine can undergo nickel catalyzed cross coupling reaction with aromatic and heteroaromatic halides, to give the corresponding substituted aryl- and heteroaryl pyridazines.

Definition

ChEBI: 3-Chloro-6-methylpyridazine is a member of pyridazines.

Pharmaceutical Applications

3-Chloro-6-methylpyridazine can be used in the synthesis of a p38MAP kinase inhibitor with therapeutic potential in the treatment of autoimmune and inflammatory diseases.

Synthesis

Add 6-methyl-3(2H)-pyridazinone and chlorinating agent to the reaction vessel; POCl₃ can act as solvent if used. Heat to 80–120℃, reflux for 2–6 hours to substitute the hydroxyl group of pyridazinone with chlorine. After reaction, slowly pour the solution into ice water to quench excess chlorinating agent, adjust pH to neutral with sodium carbonate or sodium hydroxide. Extract with dichloromethane, ethyl acetate, etc., dry the extract with anhydrous sodium sulfate, remove solvent by reduced pressure distillation to get crude product. Purify via recrystallization (e.g., ethanol-water solvent) or column chromatography to obtain high-purity 3-chloro-6-methylpyridazine.

3-Chloro-6-methylpyridazine(1121-79-5)Related Product Information

• 3-CHLORO-6-PHENYLPYRIDAZINE
• Hydrochlorothiazide
• Sulfachloropyridazine sodium
• Hydralazine
• Thioridazine
• Tetramethylpyrazine
• 6-chloro-N-(propan-2-yl)pyridazin-3-amine
• 3-chloro-6-(chloroMethyl)pyridazine hydrochloride
• 3-Chloro-6-trifluoromethyl-pyridazine
• 3-Chloro-6-chloromethylpyridazine
• 3-chloro-6-isopropylpyridazine
• 3-CHLORO-6-PROPYLOXYPYRIDAZINE
• 3-CHLORO-6-ISOPROPOXYPYRIDAZINE
• 3-Chloro-6-hydrazinopyridazine
• 3-Chloro-6-(1H-pyrazol-1-yl)pyridazine
• 6-Chloro-N-ethylpyridazin-3-amine
• 3-(TERT-BUTOXY)-6-CHLOROPYRIDAZINE
• 3-Chloro-6-iodopyridazine