Methyl 4,6-dichloropicolinate

Base Information

• Chemical Name: Methyl 4,6-dichloropicolinate
• CAS No.: 98273-19-9
• Molecular Formula: C7H5Cl2NO2
• Molecular Weight: 206.028
• Hs Code.: 2933399090
• European Community (EC) Number: 807-073-5
• DSSTox Substance ID: DTXSID70596506
• Wikidata: Q82491781
• Mol file: 98273-19-9.mol

Synonyms:Methyl 4,6-dichloropicolinate;98273-19-9;methyl 4,6-dichloropyridine-2-carboxylate;MFCD12965121;2-Pyridinecarboxylic acid, 4,6-dichloro-, methyl ester;Methyl4,6-dichloropicolinate;SCHEMBL245102;4,6-dichloro-2-Pyridinecarboxylic acid methyl ester;methyl 4,6-dichloro-picolinate;AMY9331;DTXSID70596506;MXHPWLMQTZILLL-UHFFFAOYSA-N;2-carbomethoxy-4,6-dichloropyridine;AKOS015848848;CS-W005398;PB44001;PS-5249;4,6-dichloropicolinic acid methyl ester;4,6-dichloro picolinic acid methyl ester;SY065716;DB-080503;EN300-107993;Methyl 4,6-dichloropyridine-2-carboxylate, 97%;A849300;J-522279;4,6-Dichloro-pyridine-2-carboxylic acid methyl ester

Chemical Property of Methyl 4,6-dichloropicolinate

Chemical Property:

• Melting Point: 78-82°C
• Boiling Point: 125 °C(Press: 2-3 Torr)
• PKA: -2.97±0.10(Predicted)
• PSA: 39.19000
• Density: 1.426±0.06 g/cm3(Predicted)
• LogP: 2.17500
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• 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

Methyl4,6-dichloropicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC(=CC(=C1)Cl)Cl

Technology Process of Methyl 4,6-dichloropicolinate

There total 2 articles about Methyl 4,6-dichloropicolinate 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:

2-Picolinic acid (98-98-6) + methanol (67-56-1) → 4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) + methyl 4,6-dichloropyridine-2-carboxylate (98273-19-9)

Guidance literature:

With thionyl chloride; sodium iodide; Yield given. Multistep reaction. Yields of byproduct given; 1.) 76 h, 2.) r.t., 0.5 h;

DOI:10.1080/00304949709355174

Reference yield:

2-Picolinic acid (98-98-6) + methanol (67-56-1) → methyl pyridine-2-carboxylate (2459-07-6,260998-83-2) + methyl 4,6-dichloropyridine-2-carboxylate (98273-19-9) + methyl 4-chloropyridine-2-carboxylate hydrochloride (176977-85-8)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; Yield given. Multistep reaction; 1) 40-45 deg C, 45 min; 45->72 deg C, 2 h; 72 deg C, 21 h, 2) toluene, room temperature, 1 h;

DOI:10.1080/00397919608003557

Reference yield: 99.0%

methyl 4,6-dichloropyridine-2-carboxylate (98273-19-9) → (4,6-dichloropyridin-2-yl)methanol (856163-79-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 2h;

upstream raw materials:

2-Picolinic acid

methanol

Downstream raw materials:

4,6-dichloro-pyridine-2-carboxylic acid hydrazide

4,6-dichloro-2-pyridinecarboxylic acid

2,4-dichloropyridine-2-carbaldehyde

methyl 4-chloro-6-(4-(4-fluorophenoxy)phenyl)picolinate

Refernces

• 1、 Lohse, Olivier. "Improved large-scale preparation of 4-iodopicolinic acid". . p. 2017 - 2025. Retrieved 2007/10/03.