Methyl 4,6-dichloronicotinate

Base Information

• Chemical Name: Methyl 4,6-dichloronicotinate
• CAS No.: 65973-52-6
• Molecular Formula: C7H5Cl2NO2
• Molecular Weight: 206.028
• Hs Code.: 29339900
• European Community (EC) Number: 689-863-8
• DSSTox Substance ID: DTXSID30377292
• Wikidata: Q72490022
• Mol file: 65973-52-6.mol

Synonyms:methyl 4,6-dichloronicotinate;65973-52-6;methyl 4,6-dichloropyridine-3-carboxylate;Methyl4,6-dichloronicotinate;MFCD04125732;4,6-Dichloro-nicotinic acid methyl ester;4,6-Dichloronicotinic acid methyl ester;3-PYRIDINECARBOXYLIC ACID, 4,6-DICHLORO-, METHYL ESTER;4,6-Dichloro-nicotinic acid methyl;Bionet2_001679;methyl-4,6-dichloronicotinate;SCHEMBL474122;Methyl 4,6-dichloro nicotinate;DTXSID30377292;JEJMDUMJSZTJTI-UHFFFAOYSA-N;HMS1368O15;BCP05778;AC-325;BBL102582;CL0171;STL556385;AKOS005070782;CS-W003200;PB23404;SY007499;Methyl 4,6-dichloronicotinate, AldrichCPR;A8921;AM20061419;BB 0260261;FT-0602774;M2641;EN300-112108;5X-0801;METHYL 4,6-DICHLORO-3-PYRIDINECARBOXYLATE;J-522281;4,6-dichloro-3-pyridinecarboxylic acid, methyl ester;4,6-dichloropyridine-3-carboxylic acid, methyl ester;F8889-5803;Z1269150448

Chemical Property of Methyl 4,6-dichloronicotinate

Chemical Property:

• Vapor Pressure: 0.0125mmHg at 25°C
• Melting Point: 41-43 °C
• Refractive Index: 1.548
• Boiling Point: 260 °C at 760 mmHg
• PKA: -1.24±0.10(Predicted)
• Flash Point: 111.1 °C
• PSA: 39.19000
• Density: 1.426 g/cm³
• LogP: 2.17500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.9697338
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4,6-Dichloronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1Cl)Cl

Technology Process of Methyl 4,6-dichloronicotinate

There total 7 articles about Methyl 4,6-dichloronicotinate 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: 97.2%

methyl 4,6-dihydroxypyridine-3-carboxylate (79398-27-9) → methyl 4,6-dichloropyridine-3-carboxylate (65973-52-6)

Guidance literature:

With triethylamine; trichlorophosphate; at 0 - 120 ℃; for 2h;

Reference yield: 83.0%

methyl 3-pyridinecarboxylate (93-60-7) → methyl 4,6-dichloropyridine-3-carboxylate (65973-52-6)

Guidance literature:

With trichlorophosphate; for 7h; Heating / reflux;

Reference yield: 65.0%

4,6-dichloro-nicotinic acid (73027-79-9) + methyl iodide (74-88-4) → methyl 4,6-dichloropyridine-3-carboxylate (65973-52-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

upstream raw materials:

1,6-dihydro-4-hydroxy-6-oxo-pyridine-3-carboxylic acid methyl ester

methyl 3-pyridinecarboxylate

methyl 4,6-dihydroxypyridine-3-carboxylate

3-oxopentanedioic acid dimethyl ester

Downstream raw materials:

methyl 6-chloro-4-methoxypyridine-3-carboxylate

4-chloro-3-[(7-methoxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-3-carbonyl)-amino]-benzoic acid methyl ester

7-methoxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-3-carboxylic acid (5-benzylcarbamoyl-2-chloro-phenyl)-amide

[4-benzylamino-6-(4-methyl-piperazin-1-yl)-pyridin-3-yl]-methanol

Refernces

• 1、 -. "Preparation method of 6-chloro-4-hydroxypyridine-3-carbaldehyde". Paragraph 0016; 0018; 0019; 0024; 0025; 0030; 0031. . Retrieved 2017/07/19.
• 2、 Singaram, Kulathooran,Marimuthu, Dhamodaran,Baskaran, Selvakumar,Chinaga, Sureshkumar. "A Facile Synthesis of New 4,6-Dichloropyridine Derivatives, Their Biological Evaluation for Antimicrobial and Antioxidant Activity, and Docking Studies". . p. 758 - 769. Retrieved 2016/10/04.