Methyl 6-chloronicotinate

Base Information

• Chemical Name: Methyl 6-chloronicotinate
• CAS No.: 73781-91-6
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29333990
• European Community (EC) Number: 628-797-6
• NSC Number: 78316
• DSSTox Substance ID: DTXSID00291810
• Nikkaji Number: J307.924D
• Wikidata: Q72489343
• Mol file: 73781-91-6.mol

Synonyms:Methyl 6-chloronicotinate;73781-91-6;Methyl 6-chloropyridine-3-carboxylate;6-Chloronicotinic Acid Methyl Ester;Methyl 2-chloropyridine-5-carboxylate;3-Pyridinecarboxylic acid, 6-chloro-, methyl ester;MFCD00023420;Methyl 6-Chloro-3-pyridinecarboxylate;6-Chloro-3-pyridinecarboxylic Acid Methyl Ester;Methyl-6-chloronicotinate;methyl 6-chloro-nicotinate;methyl-6-chloro-nicotinate;SCHEMBL64640;Methyl 6-chloro-3-picolinate;6-chloro-3-carbomethoxypyridine;DTXSID00291810;2-chloro-5-methoxycarbonylpyridine;NSC78316;STR06333;6-Chloro-nicotinic acid methyl ester;6-Chloronicotinic acid, methyl ester;NSC-78316;RB1062;STK503782;6-Chloro nicotinic acid, methyl ester;AKOS004910687;2F-320S;CS-W004062;methyl 6-chloro-3-pyridine carboxylate;methyl 6-chloranylpyridine-3-carboxylate;AC-24950;BP-11896;SY006706;A9502;AM20070109;FT-0621082;M1980;Methyl 6-chloropyridine-3-carboxylate, 98%;EN300-128368;2-Chloro-5-pyridinecarboxylic Acid Methyl Ester;6-chloro-3-pyridinecarboxylic acid, methyl ester;A837923;Q-101256;Z18370508;F2189-0083

Chemical Property of Methyl 6-chloronicotinate

Chemical Property:

• Appearance/Colour: light brown crystals
• Vapor Pressure: 0.061mmHg at 25°C
• Melting Point: 86-90 °C
• Refractive Index: 1.531
• Boiling Point: 231.8 °C at 760 mmHg
• PKA: -2.07±0.10(Predicted)
• Flash Point: 94 °C
• PSA: 39.19000
• Density: 1.294 g/cm³
• LogP: 1.52160
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99%min ^*data from raw suppliers

Methyl 6-chloronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)Cl
• Uses: Methyl 6-chloronicotinate is used as building block in chemical synthesis. Attributes Development Product Contact Methyl 6-Chloronicotinate is used in the determination of Acetamiprid (A150800) and its metabolites in crop and soil.

Technology Process of Methyl 6-chloronicotinate

There total 27 articles about Methyl 6-chloronicotinate 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: 95.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + diazomethyl-trimethyl-silane (18107-18-1) → 6-Chloronicotinic acid methyl ester (73781-91-6)

Guidance literature:

In methanol; diethyl ether; toluene; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/jm401249c

Reference yield: 95.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 6-Chloronicotinic acid methyl ester (73781-91-6)

Guidance literature:

DOI:10.1021/jo962169u

Reference yield: 91.0%

methanol (67-56-1) + 6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 6-Chloronicotinic acid methyl ester (73781-91-6)

Guidance literature:

With sulfuric acid; at 0 - 60 ℃;

DOI:10.1021/acs.inorgchem.7b01247

upstream raw materials:

6-hydroxy-3-pyridinecarboxylic acid

1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid

methanol

6-nitronicotinic acid

Downstream raw materials:

3-methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxylic acid, methyl ester

3-Methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-2,7-dicarboxylic acid 2-ethyl ester 7-methyl ester

2-chloro-5-isopropylpyridine

methyl 6-phenylnicotinate

Refernces

• 1、 -. "Synthesis method of methyl 6-methoxypyridin-3-formate". Paragraph 0013; 0015. . Retrieved 2021/02/24.
• 2、 Zhang, Xitao,Feng, Xiujuan,Zhang, Haixia,Yamamoto, Yoshinori,Bao, Ming. "Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions". supporting information. p. 5565 - 5570. Retrieved 2019/10/22.