3-Chloro-4-methylpyridazine

Base Information

• Chemical Name: 3-Chloro-4-methylpyridazine
• CAS No.: 68206-04-2
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 2933990090
• European Community (EC) Number: 834-053-3
• DSSTox Substance ID: DTXSID10498338
• Nikkaji Number: J151.405I
• Wikidata: Q72454818
• Mol file: 68206-04-2.mol

Synonyms:3-CHLORO-4-METHYLPYRIDAZINE;68206-04-2;MFCD08460979;3-Chloro-4-methyl pyridazine;Pyridazine, 3-chloro-4-methyl-;methyl-3-chloropyridazine;SCHEMBL3876560;DTXSID10498338;AMY17786;BCP22395;AKOS005258356;CS-W021899;PB34304;AC-24528;DS-12829;SY096919;A9095;FT-0692114;EN300-95922;J-512246;Z1198179855

Chemical Property of 3-Chloro-4-methylpyridazine

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Melting Point: 46-47 °C
• Refractive Index: 1.53
• Boiling Point: 254.65 °C at 760 mmHg
• PKA: 1.54±0.10(Predicted)
• Flash Point: 132.443 °C
• PSA: 25.78000
• Density: 1.235 g/cm³
• LogP: 1.43840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.0141259
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-4-methylpyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=NC=C1)Cl
• Uses: 3-Chloro-4-methylpyridazine is a useful intermediate for the synthesis of pesticides and anti-viral drugs.

Technology Process of 3-Chloro-4-methylpyridazine

There total 5 articles about 3-Chloro-4-methylpyridazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

4-methylpyridazin-3(2H)-one (33471-40-8) → 3-chloro-4-methylpyridazine (68206-04-2)

Guidance literature:

With trichlorophosphate; at 90 ℃; for 3h;

Reference yield:

α-methyl-γ-hydroxybutyrolactone (61892-47-5) → 3-chloro-4-methylpyridazine (68206-04-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol / 4 h / Heating

2: 1.) Br₂, 2.) NaOAc / 1.) AcOH, 80 deg C, 2 h, 2.) AcOH, reflux, 1 h

3: phosphorus oxychloride / 4 h / 85 - 95 °C

With bromine; sodium acetate; hydrazine hydrate; trichlorophosphate; In ethanol;

DOI:10.1021/jm00385a003

Reference yield:

ethyl 2-methyl-4,4-diethoxybutanoate (105537-47-1) → 3-chloro-4-methylpyridazine (68206-04-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOH, H₂O / ethanol / 50 °C

2: hydrazine hydrate / ethanol / 4 h / Heating

3: 1.) Br₂, 2.) NaOAc / 1.) AcOH, 80 deg C, 2 h, 2.) AcOH, reflux, 1 h

4: phosphorus oxychloride / 4 h / 85 - 95 °C

With sodium hydroxide; water; bromine; sodium acetate; hydrazine hydrate; trichlorophosphate; In ethanol;

DOI:10.1021/jm00385a003

upstream raw materials:

4-methylpyridazin-3(2H)-one

α-methyl-γ-hydroxybutyrolactone

4-methyl-4,5-dihydro-3(2H)-pyridazinone

ethyl 2-methyl-4,4-diethoxybutanoate

Downstream raw materials:

1-(4-methylpyridazin-3-yl)hydrazine

3-amino-4-methylpyridazine