2-Chloronicotinoyl chloride

Base Information

• Chemical Name: 2-Chloronicotinoyl chloride
• CAS No.: 49609-84-9
• Molecular Formula: C6H3Cl2NO
• Molecular Weight: 176.002
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID80379089
• Nikkaji Number: J27.988I
• Wikidata: Q72455640
• Mol file: 49609-84-9.mol

Synonyms:2-Chloronicotinoyl chloride;49609-84-9;2-Chloropyridine-3-carbonyl Chloride;2-Chloronicotinyl chloride;2-chloro-nicotinoyl chloride;3-Pyridinecarbonyl chloride, 2-chloro-;MFCD00051677;2-Chloronicotinylchloride;chloronicotinoyl chloride;2-chloronicotinoylchloride;2-chloro nicotinoyl chloride;SCHEMBL105459;2-chloronicotinic acid chloride;2-chloro nicotinic acid chloride;DTXSID80379089;2-chloro-3-pyridinecarbonyl chloride;STL137775;2-chloro-3-pyridinylcarbonyl chloride;AKOS005721021;AC-5010;AM100875;BP-10808;CS-10580;SY001379;2-chloro-3-pyridinecarboxylic acid chloride;2-Chloropyridine-3-carbonyl chloride, 98%;BB 0218403;C1604;FT-0611979;EN300-36788;F10901;InChI=1/C6H3Cl2NO/c7-5-4(6(8)10)2-1-3-9-5/h1-3

Chemical Property of 2-Chloronicotinoyl chloride

Chemical Property:

• Appearance/Colour: Off-white to brown solid
• Vapor Pressure: 0.036mmHg at 25°C
• Melting Point: 38 °C
• Refractive Index: 1.551
• Boiling Point: 256.1 °C at 760 mmHg
• PKA: -2.00±0.10(Predicted)
• Flash Point: 108.7 °C
• PSA: 29.96000
• Density: 1.454 g/cm³
• LogP: 2.11400
• Storage Temp.: 0-10°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform, DMSO, Ethyl Acetate
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.9591691
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

2-Chloronicotinoyl Chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-29-34
• Safety Statements: 22-26-30-36/37/39-45-8-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)C(=O)Cl
• Uses: 2-Chloronicotinyl chloride is an intermediate of synergistic pesticide Boscalid. Also, used in the preparation of thieno[2.3-b]pyrrole derivatives as cannabinoid receptor agonists useful in mono- and combination therapy of disease s. An intermediate of synergistic pesticide Boscalid. Also, used in the preparation of thieno[2.3-b]pyrrole derivatives as cannabinoid receptor agonists useful in mono- and combination therapy of diseases.

Technology Process of 2-Chloronicotinoyl chloride

There total 15 articles about 2-Chloronicotinoyl 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-hydroxy-3-carboxypyridine (609-71-2) → 2-Chloronicotinoyl chloride (49609-84-9)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112443

Reference yield: 100.0%

2-chloronicotinic acid (2942-59-8) → 2-Chloronicotinoyl chloride (49609-84-9)

Guidance literature:

With thionyl chloride; for 3h; Heating;

DOI:10.3987/COM-94-6822

Reference yield: 50.0%

→ 2-Chloronicotinoyl chloride (49609-84-9) + 2-chloro-N-(4-methoxy-2-benzothiazolyl-nicotinamide

Guidance literature:

upstream raw materials:

2-hydroxy-3-carboxypyridine

Nicotinic acid N-oxide

2-chloronicotinic acid

potassium 2-chloro-nicotinate

Downstream raw materials:

methyl 2-chloropyridine-3-carboxylate

2-chloro-N-phenylpyridine-3-carboxamide

2-Chloro-N-(2'-chloro-5'-pyridinyl)pyridine-3-carboxamide

2-Chloro-N-(4-phenyl-thiazol-2-yl)-nicotinamide

Refernces

• 1、 Ganguly, Nemai C.,Mondal, Pallab,Roy, Sushmita,Mitra, Partha. "Ligand-free copper-catalyzed efficient one-pot access of benzo[b]pyrido[3,2-f][1,4]oxazepinones through O-heteroarylation-Smiles rearrangement-cyclization cascade". . p. 55640 - 55648. Retrieved 2014.
• 2、 Khunnawutmanotham, Nisachon,Chimnoi, Nitirat,Saparpakorn, Patchareenart,Pungpo, Pornpan,Louisirirotchanakul, Suda,Hannongbua, Supa,Techasakul, Supanna. "Novel 2-chloro-8-arylthiomethyldipyridodiazepinone derivatives with activity against HIV-1 reverse transcriptase". . p. 218 - 230. Retrieved 2007.
• 3、 Blanco-Aparicio, Carmen,Albarrán, M. Isabel,Amezquita-Alves, Adrián,Cebriá, Antonio,García, Ana Belén,García-Campos, Francisco Javier,Martínez-Gago, Jaime,Martínez-González, Sonia,Martínez-Torrecuadrada, Jorge,Mu?oz, Inés,Pastor, Joaquín. "Pyrido[2,3-b][1,5]benzoxazepin-5(6H)-one derivatives as CDK8 inhibitors". . . Retrieved 2020/07/03.
• 4、 -. "New green technology for preparation of 2-chloronicotinic acid". . . Retrieved 2019/01/24.