2,6-Dichloronicotinoyl chloride

Base Information

• Chemical Name: 2,6-Dichloronicotinoyl chloride
• CAS No.: 58584-83-1
• Molecular Formula: C6H2Cl3NO
• Molecular Weight: 210.447
• Hs Code.: 2933399090
• European Community (EC) Number: 628-039-4
• DSSTox Substance ID: DTXSID50483046
• Nikkaji Number: J2.599.585F
• Wikidata: Q82320005
• Mol file: 58584-83-1.mol

Synonyms:58584-83-1;2,6-DICHLORONICOTINOYL CHLORIDE;2,6-Dichloropyridine-3-carbonyl chloride;2,6-Dichloropyridine-3-carboxylic chloride;2,6-dichloronicotinyl chloride;2,6-dichloronicotinic Acid Chloride;SCHEMBL671978;2,6-dichloro-nicotinoyl chloride;DTXSID50483046;JHMHYTKDALCQSZ-UHFFFAOYSA-N;MFCD11656165;AKOS027425833;2,6-Dichlorpyridine-3-carbonyl chloride;EN300-254912;F17508;2,6-Dichloropyridine-3-carbonyl chloride, 96%

Chemical Property of 2,6-Dichloronicotinoyl chloride

Chemical Property:

• Melting Point: 24-30 °C
• Boiling Point: 72-74 °C(Press: 0.01 Torr)
• PKA: -5.16±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 29.96000
• Density: 1.582±0.06 g/cm3(Predicted)
• LogP: 2.76740
• Solubility.: Dichloromethane, Ethyl Acetate, Toluene
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 208.920197
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dichloronicotinyl Chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1C(=O)Cl)Cl)Cl
• Uses: 2,6-Dichloronicotinyl Chloride is a reactant used in the preparation of semisynthetic derivatives of andrographolide and inhibitors of hepatitis C (HCV) NS5B polymerase.

Technology Process of 2,6-Dichloronicotinoyl chloride

There total 2 articles about 2,6-Dichloronicotinoyl chloride 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: 100.0%

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → 2,6-dichloronicotinoyl chloride (58584-83-1)

Guidance literature:

With thionyl chloride; In chloroform; N,N-dimethyl-formamide; for 17h; Reflux;

Reference yield:

→ 2,6-dichloronicotinoyl chloride (58584-83-1)

Guidance literature:

5, SOCl2;

DOI:10.1002/hlca.19760590125

Reference yield: 100.0%

2-(methylamino)-1-phenylethanol (68579-60-2,6589-55-5) + 2,6-dichloronicotinoyl chloride (58584-83-1) → 2,6-dichloro-N-(2-hydroxy-2-phenylethyl)-N-methylnicotinamide (1255701-18-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 16h;

upstream raw materials:

2,6-dichloropyridine-3-carboxylic acid

Downstream raw materials:

methyl 2,6-dichloronicotinate

6-chloro-2-[(2,4-dimethoxybenzyl)thio]-N-(4-pyridinyl)pyridine-3-carboxamide

2-[(2,4-dimethoxybenzyl)thio]-6-methylamino-N-(4-pyridinyl)pyridine-3-carboxamide

2,6-dichloro-N-(2-phenoxy-ethyl)-nicotinamide

Refernces

• 1、 Changunda, Charles R.K.,Rousseau, Amanda L.,Basson, Adriaan E.,Bode, Moira L.. "Synthesis of novel pyridine and pyrimidine derivatives as potential inhibitors of HIV-1 reverse transcriptase using palladium-catalysed C-N cross-coupling and nucleophilic aromatic substitution reactions". . p. 152 - 170. Retrieved 2021/05/27.
• 2、 -. "HETEROARYL AMIDES USEFUL AS KIF18A INHIBITORS". Paragraph 0251-0252. . Retrieved 2020/07/14.