3,6-Dichloropyridazine

Base Information

• Chemical Name: 3,6-Dichloropyridazine
• CAS No.: 141-30-0
• Molecular Formula: C4H2Cl2N2
• Molecular Weight: 148.979
• Hs Code.: 29339900
• European Community (EC) Number: 205-478-6
• NSC Number: 54498
• DSSTox Substance ID: DTXSID4059704
• Nikkaji Number: J52.353D
• Wikidata: Q72467838
• Mol file: 141-30-0.mol

Synonyms:3,6-Dichloropyridazine;141-30-0;Pyridazine, 3,6-dichloro-;3,6-Dichloro-pyridazine;3,6-Dichloro-1,2-diazine;EINECS 205-478-6;MFCD00006466;NSC 54498;NSC54498;3,6-dichloropyridazin;3,6 dichloropyridazine;3.6-dichloropyridazine;Pyridazine,6-dichloro-;3,6-dichloro-pyridazin;3,6 -dichloropyridazine;3,6-di-chloropyridazine;3,6-dichloro pyridazine;SCHEMBL111337;3,6-Dichloropyridazine, 97%;DTXSID4059704;3,6- DICHLORO PYRIDAZINE;BCP26612;STR00442;NSC-54498;STK359408;AKOS000120972;AC-1700;PS-4148;LS-129560;AM20080311;BB 0218012;CS-0015357;D1465;FT-0614757;EN300-17777;D70512;A904445;W-108188;Z57033933;F1918-0076;Pyridazine, 3,6-dichloro- pound>>3,6-Dichloro-1,2-diazine

Chemical Property of 3,6-Dichloropyridazine

Chemical Property:

• Appearance/Colour: off-white to brownish crystalline powder
• Vapor Pressure: 0.00782mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: 1.559
• Boiling Point: 277 °C at 760mmHg
• PKA: -1.18±0.10(Predicted)
• Flash Point: 147.9 °C
• PSA: 25.78000
• Density: 1.493 g/cm³
• LogP: 1.78340
• Storage Temp.: Refrigerator
• Solubility.: 0.0012g/l
• Water Solubility.: Soluble in chloroform. Insoluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.9595035
• Heavy Atom Count: 8
• Complexity: 68.4

Purity/Quality:

98%min, ^*data from raw suppliers

3,6-Dichloropyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 36/37/38-25-20
• Safety Statements: 26-37/39-45-22-36/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=NN=C1Cl)Cl
• Uses: 3,6-Dichloropyridazine is used as an intermediate in synthetic chemistry, especially in active pharmaceutical ingredients. It is used in the preparation of alfa-(halohetaroyl)-2-azahetarylacetonitriles.

Technology Process of 3,6-Dichloropyridazine

There total 17 articles about 3,6-Dichloropyridazine 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: 99.0%

calcium carbide (75-20-7) + 3,6-dichloro-1,2,4,5-tetrazine (106131-61-7) → 3,6-dichlorpyridazine (141-30-0)

Guidance literature:

With water; In 1,4-dioxane; at 100 ℃; for 120h; Sealed tube;

DOI:10.1002/asia.202100562

Reference yield: 95.0%

3,6-dichloropyridazine-1-oxide (25974-26-9) → 3,6-dichlorpyridazine (141-30-0)

Guidance literature:

With cis-Cyclooctene; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI); In benzene; at 80 ℃; for 36h;

DOI:10.1248/cpb.46.1656

Reference yield: 94.0%

3,6-dihydroxypyridazine (123-33-1) → 3,6-dichlorpyridazine (141-30-0)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; for 11h; Reflux; Green chemistry;

DOI:10.1021/acs.oprd.9b00407

upstream raw materials:

Maleic hydrazide

6-chloro-2H-pyridazin-3-one

3,6-dihydroxypyridazine

3,6-dichloropyridazine-1-oxide

Downstream raw materials:

3-chloro-6-(1H-imidazol-1-yl)pyridazine

3,6-bis(1H-imidazol-1-yl)pyridazine

3-Chloro-6-(3-indolyl)pyridazine

6-chloro-3-pyridazinyl(3-trifluoromethylphenyl)acetonitrile

Refernces

• 1、 Ananikov, Valentine P.,Ledovskaya, Maria S.,Polynski, Mikhail V.. "One-Pot and Two-Chamber Methodologies for Using Acetylene Surrogates in the Synthesis of Pyridazines and Their D-Labeled Derivatives". . p. 2286 - 2297. Retrieved 2021.
• 2、 Zhang, Min,Hu, Fang-Zhong,Zhao, Ting,Yang, Liu-Qing,Yang, Hua-Zheng. "Synthesis and herbicidal evaluation of 3-N-substituted amino-6-benzyloxypyridazine derivatives". . p. 1404 - 1409. Retrieved 2015.
• 3、 Basistyi, Vitalii S.,Frederich, James H.. "Pyridazine N-Oxides as Photoactivatable Surrogates for Reactive Oxygen Species". supporting information. p. 1907 - 1912. Retrieved 2022/03/27.