Methyl 3-Amino-2,6-dichloroisonicotinate

Base Information

• Chemical Name: Methyl 3-Amino-2,6-dichloroisonicotinate
• CAS No.: 883107-62-8
• Molecular Formula: C₇H₆Cl₂N₂O₂
• Molecular Weight: 221.043
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID001232111
• Mol file: 883107-62-8.mol

Synonyms:Methyl 3-Amino-2,6-dichloroisonicotinate;883107-62-8;methyl 3-amino-2,6-dichloropyridine-4-carboxylate;3-Amino-2,6-dichloropyridine-4-carboxylic acid methyl ester;3-Amino-2,6-dichloro-isonicotinic acid methyl ester;MFCD07437844;Methyl3-amino-2,6-dichloroisonicotinate;SCHEMBL110643;3-Amino-2,6-dichloropyridine-4-carboxylicacidmethylester;WJJUPJNQONPAJG-UHFFFAOYSA-N;4-Pyridinecarboxylicacid, 3-amino-2,6-dichloro-, ethyl ester;DTXSID001232111;AKOS015851973;DS-2477;SB39343;SY011146;CS-0019346;FT-0649819;FT-0760145;A847214;Methyl 3-amino-2,6-dichloro-4-pyridinecarboxylate;3-Amino-2,6-dichloroisonicotinic acid methyl ester;4-PYRIDINECARBOXYLICACID, 3-AMINO-2,6-DICHLORO-, METHYL ESTER;Methyl 3-amino-2,6-dichloropyridine-4-carboxylate

Chemical Property of Methyl 3-Amino-2,6-dichloroisonicotinate

Chemical Property:

• Vapor Pressure: 2.06E-05mmHg at 25°C
• Refractive Index: 1.599
• Boiling Point: 361.5 °C at 760 mmHg
• PKA: -2.04±0.10(Predicted)
• Flash Point: 172.4 °C
• PSA: 65.21000
• Density: 1.506 g/cm³
• LogP: 2.33840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.9806328
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99%, ^*data from raw suppliers

Methyl3-amino-2,6-dichloroisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NC(=C1N)Cl)Cl

Technology Process of Methyl 3-Amino-2,6-dichloroisonicotinate

There total 5 articles about Methyl 3-Amino-2,6-dichloroisonicotinate 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:

methyl 3-aminoisonicotinate (55279-30-6) → 2,6-dichloro-3-amino-4-pyridinecarboxylic acid methyl ester (883107-62-8)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

Reference yield:

pyridin-3-ylamine (462-08-8) → 2,6-dichloro-3-amino-4-pyridinecarboxylic acid methyl ester (883107-62-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tert-butyl alcohol / 24 h / 20 - 50 °C

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; hexane / -78 - -10 °C

2.2: 0.5 h / -78 °C

2.3: pH ~ 3 / Acidic aqueous solution

3.1: hydrogenchloride; water / methanol / 2.5 h / Heating / reflux

3.2: 20 °C / pH ~ 14

3.3: pH ~ 3

4.1: methanol; diethyl ether; toluene / 2 h / 20 °C

5.1: N-chloro-succinimide / N,N-dimethyl-formamide / 15 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; water; In methanol; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

Reference yield:

3-Aminopyridine-4-carboxylic acid (7579-20-6) → 2,6-dichloro-3-amino-4-pyridinecarboxylic acid methyl ester (883107-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; diethyl ether; toluene / 2 h / 20 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 15 h / 20 °C

With N-chloro-succinimide; In methanol; diethyl ether; N,N-dimethyl-formamide; toluene;

upstream raw materials:

methyl 3-aminoisonicotinate

pyridin-3-ylamine

3-Aminopyridine-4-carboxylic acid

3-(tert-butoxycarbonylamino)pyridine

Downstream raw materials:

3-amino-2,6-dichloroisonicotinic acid

3-amino-2,6-dichloropyridine-4-carboxamide

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