3-Bromo-6-methylpyridazine

Base Information

• Chemical Name: 3-Bromo-6-methylpyridazine
• CAS No.: 65202-58-6
• Molecular Formula: C5H5BrN2
• Molecular Weight: 173.012
• Hs Code.: 2933990090
• European Community (EC) Number: 840-548-5
• DSSTox Substance ID: DTXSID80474780
• Nikkaji Number: J312.524F
• Wikidata: Q82304905
• Mol file: 65202-58-6.mol

Synonyms:3-bromo-6-methylpyridazine;65202-58-6;Pyridazine, 3-bromo-6-methyl-;MFCD09831907;6-methyl-3-bromopyridazine;3-bromo-6-methyl-pyridazine;AN-584/42206188;SCHEMBL385627;DTXSID80474780;RACIHBXDZONTQJ-UHFFFAOYSA-N;AMY24970;BCP22396;AKOS010565813;CS-W019649;GS-4076;PB26503;AC-26541;SY009359;FT-0764980;EN300-54695;A856817;J-512076;Z802822146

Chemical Property of 3-Bromo-6-methylpyridazine

Chemical Property:

• Boiling Point: 285.041 °C at 760 mmHg
• PKA: 1.26±0.10(Predicted)
• Flash Point: 126.188 °C
• PSA: 25.78000
• Density: 1.597 g/cm³
• LogP: 1.54750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.96361
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-6-methylpyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C(C=C1)Br
• Uses: 3-Bromo-6-methylpyridazine is used as a reagent in the synthesis of piperazinyl quinolines as chemosensitizers to increase fluconazole susceptibility of Candida albicans. 3-Bromo-6-methylpyridazine is also used in the preparation of cyclohexyl fluoropyrimidinyl benzamides as CNS penetrable P2X7 receptor antagonists.

Technology Process of 3-Bromo-6-methylpyridazine

There total 5 articles about 3-Bromo-6-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: 31.0%

6-Methylpyridazin-3(2H)-on (13327-27-0) → 6-methyl-3-bromopyridazine (65202-58-6)

Guidance literature:

With phosphorus(V) oxybromide; at 70 ℃;

Reference yield:

Trifluoromethanesulfonic acid 6-methylpyridazine-3-yl ester (157200-06-1) → 6-methyl-3-bromopyridazine (65202-58-6)

Guidance literature:

With sodium hydroxide; hydrogen bromide; In acetic acid;

Reference yield:

4-oxopentanoic acid ethyl ester (539-88-8) → 6-methyl-3-bromopyridazine (65202-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol / 2 h / 80 °C

2: bromine; acetic acid / 0.5 h / 80 °C

3: phosphorus(V) oxybromide / 70 °C

With bromine; hydrazine hydrate; acetic acid; phosphorus(V) oxybromide; In ethanol;

upstream raw materials:

6-methyl-2H-pyridazin-3-one; hydrobromide

Trifluoromethanesulfonic acid 6-methylpyridazine-3-yl ester

6-Methylpyridazin-3(2H)-on

4-oxopentanoic acid ethyl ester

Downstream raw materials:

3-hydrazinyl-6-methylpyridazine

3-bromo-6-(bromomethyl)pyridazine