2-Chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid

Base Information

• Chemical Name: 2-Chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid
• CAS No.: 82140-73-6
• Molecular Formula: C9H8ClNO4
• Molecular Weight: 229.6171
• NSC Number: 126863
• DSSTox Substance ID: DTXSID80298903
• Wikidata: Q82041009
• Mol file: 82140-73-6.mol

Synonyms:82140-73-6;2-chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid;NSC126863;DTXSID80298903;NSC-126863

Chemical Property of 2-Chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.77E-07mmHg at 25°C
• Boiling Point: 401°Cat760mmHg
• Flash Point: 196.3°C
• Density: 1.423g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 229.0141854
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=N1)Cl)C(=O)O)C(=O)OC

Technology Process of 2-Chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid

There total 1 articles about 2-Chloro-4-(methoxycarbonyl)-6-methylpyridine-3-carboxylic acid 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:

methanol (67-56-1) + 2-hydroxy-6-methylpyridine-3,4-dicarboxylic acid (2860-55-1) → dimethyl 2-chloro-6-methylpyridine-3,4-dicarboxylate (82140-59-8) + 2-Chloro-6-methyl-pyridine-3,4-dicarboxylic acid 4-methyl ester (82140-73-6)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; Yield given. Multistep reaction. Yields of byproduct given; 1.) reflux, 2 h, 2.) reflux, 2 h;

Reference yield:

2-Chloro-6-methyl-pyridine-3,4-dicarboxylic acid 4-methyl ester (82140-73-6) → 1-Butyl-7-methyl-4-oxo-3-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid methyl ester (82140-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1.) room temperature, 1 h, 2.) reflux 2 h

2: benzene / 1 h / Ambient temperature

3: 20 percent / hydrogen chloride / methanol / 10 h / Heating

With hydrogenchloride; thionyl chloride; In methanol; benzene;

Reference yield:

2-Chloro-6-methyl-pyridine-3,4-dicarboxylic acid 4-methyl ester (82140-73-6) → 7-methyl-4-oxo-1-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid (82140-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / 1.) room temperature, 1 h, 2.) reflux 2 h

2: benzene / 1 h / Ambient temperature

3: 20 percent / hydrogen chloride / methanol / 10 h / Heating

4: 85 percent / conc. hydrochloric acid / acetic acid / 6 h / Heating

With hydrogenchloride; thionyl chloride; In methanol; acetic acid; benzene;

upstream raw materials:

methanol

2-hydroxy-6-methylpyridine-3,4-dicarboxylic acid

Downstream raw materials:

3H-2-methylimino-7-methyl-4-oxopyrido<3,2-e>-1,3-thiazine-5-carboxylic acid methyl ester

3H-2-allylimino-7-methyl-4-oxopyrido<3,2-e>-1,3-thiazine-5-carboxylic acid methyl ester

7-Methyl-4-oxo-1-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid methyl ester

1-Butyl-7-methyl-4-oxo-3-phenyl-2-thioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-5-carboxylic acid methyl ester