5,5'-Dimethoxycarbonyl-2,2'-bipyridine

Base Information

• Chemical Name: 5,5'-Dimethoxycarbonyl-2,2'-bipyridine
• CAS No.: 1762-45-4
• Molecular Formula: C14H12N2O4
• Molecular Weight: 272.25608
• European Community (EC) Number: 878-565-5
• Nikkaji Number: J714.704J
• Mol file: 1762-45-4.mol

Synonyms:1762-45-4;5,5'-dimethoxycarbonyl-2,2'-bipyridine;Dimethyl 2,2'-bipyridine-5,5'-dicarboxylate;Dimethyl [2,2'-bipyridine]-5,5'-dicarboxylate;methyl 6-(5-methoxycarbonylpyridin-2-yl)pyridine-3-carboxylate;SCHEMBL70712;YSWG820;BAA76245;MFCD30531632;AKOS037645827;AS-63874;5,5'-bis-methoxycarbonyl-2,2'-bipyridine;CS-0089088;D5024;D95416;Dimethyl[2,2'-bipyridine]-5,5'-dicarboxylate;5,5'-dimethyl [2,2'-bipyridine]-5,5'-dicarboxylate

Chemical Property of 5,5'-Dimethoxycarbonyl-2,2'-bipyridine

Chemical Property:

• Melting Point: 261-262 °C
• Boiling Point: 405.3±45.0 °C(Predicted)
• PKA: 1.86±0.32(Predicted)
• PSA: 78.38000
• Density: 1.254±0.06 g/cm3(Predicted)
• LogP: 1.71680
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 272.07970687
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl 2,2'-Bipyridine-5,5'-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)C2=NC=C(C=C2)C(=O)OC

Technology Process of 5,5'-Dimethoxycarbonyl-2,2'-bipyridine

There total 13 articles about 5,5'-Dimethoxycarbonyl-2,2'-bipyridine 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: 77.0%

methyl 6-bromonicotinate (26218-78-0) → (2,2′-bipyridine)-5,5′-dicarboxylic acid dimethyl ester (1762-45-4)

Guidance literature:

With nickel(II) chloride hexahydrate; iodine; acetic acid; lithium chloride; zinc; In N,N-dimethyl-formamide; at 50 - 60 ℃; for 6h;

DOI:10.1021/jo402084m

Reference yield: 74.0%

6-Chloronicotinic acid methyl ester (73781-91-6) → (2,2′-bipyridine)-5,5′-dicarboxylic acid dimethyl ester (1762-45-4)

Guidance literature:

With nickel(II) chloride hexahydrate; iodine; acetic acid; lithium chloride; zinc; In N,N-dimethyl-formamide; at 50 - 60 ℃; for 6h;

DOI:10.1021/jo402084m

Reference yield: 58.0%

methanol (67-56-1) + 2,2'-bipyridine-5,5'-dicarboxylic acid (1802-30-8) → (2,2′-bipyridine)-5,5′-dicarboxylic acid dimethyl ester (1762-45-4)

Guidance literature:

methanol; 2,2'-bipyridine-5,5'-dicarboxylic acid; With sulfuric acid; Reflux; Cooling with ice;

With ammonia; In water; pH=8;

DOI:10.1016/j.molcata.2010.08.014

upstream raw materials:

methanol

2,2'-bipyridine-5,5'-dicarboxylic acid

(5-methyl-pyridin-2-yl)amine

5-methyl-pyridin-2-ol

Downstream raw materials:

5,5'-bis[bis(4-methoxyphenyl)hydroxymethyl]-2,2'-bipyridyl

5,5’-bis(hydroxymethyl)-2,2’-bipyridine

5,5'-bis(bromomethyl)-2,2'-bipyridine