3-Amino-6-chloropyridine-2-carboxylic acid

Base Information

• Chemical Name: 3-Amino-6-chloropyridine-2-carboxylic acid
• CAS No.: 866807-27-4
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.57
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20693913
• Wikidata: Q72434883
• Mol file: 866807-27-4.mol

Synonyms:866807-27-4;3-AMINO-6-CHLOROPYRIDINE-2-CARBOXYLIC ACID;3-Amino-6-chloro-2-pyridinecarboxylic Acid;3-AMINO-6-CHLOROPICOLINIC ACID;3-Amino-6-chloro-pyridine-2-carboxylic acid;3-Amino-6-chloropyridine-2-carboxylicacid;2-Pyridinecarboxylicacid, 3-amino-6-chloro-;MFCD09264291;SCHEMBL536092;DTXSID20693913;TXGSKLHDWJCBDC-UHFFFAOYSA-N;AMY20250;CS-D1641;AKOS006331620;PB28002;AC-30497;SY006459;TS-02357;FT-0660693;EN300-102043;A863085;J-511670;Z1198219371

Chemical Property of 3-Amino-6-chloropyridine-2-carboxylic acid

Chemical Property:

• Refractive Index: 1.66
• Boiling Point: 413.6 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 203.9 °C
• PSA: 76.21000
• Density: 1.577 g/cm³
• LogP: 1.59660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 172.0039551
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-6-chloropyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Amino-6-chloropyridine-2-carboxylic acid

There total 5 articles about 3-Amino-6-chloropyridine-2-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:

3-amino-6-chloro-pyridine-2-carboxylic acid amide (175358-01-7) → 3-amino-6-chloro-pyridine-2-carboxylic acid (866807-27-4)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 5h;

Reference yield:

3-amino-6-chloro-2-(2-furanyl) pyridine (1073182-88-3) → 3-amino-6-chloro-pyridine-2-carboxylic acid (866807-27-4)

Guidance literature:

3-amino-6-chloro-2-(2-furanyl) pyridine; With potassium permanganate; In water; acetone; at 0 - 20 ℃;

With sodium hydroxide; water; pH=~ 12;

With hydrogenchloride; water; pH=~ 2;

Reference yield:

6-Chloro-pyridin-3-ylamine (5350-93-6) → 3-amino-6-chloro-pyridine-2-carboxylic acid (866807-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water; toluene / 45.5 h / 20 - 90 °C

3.1: potassium permanganate / water; acetone / 0 - 20 °C

3.2: pH ~ 12

3.3: pH ~ 2

With potassium permanganate; N-iodo-succinimide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; toluene;

upstream raw materials:

3-amino-6-chloro-2-(2-furanyl) pyridine

3-amino-6-chloro-pyridine-2-carboxylic acid amide

6-Chloro-pyridin-3-ylamine

6-chloro-2-iodopyridin-3-amine

Downstream raw materials:

methyl 3-amino-6-chloropicolinate

3-amino-4-bromo-6-chloropyridine-2-carboxylic acid

4,6-dichloropyrido<3,2-d>pyrimidine

3-amino-6-chloro-pyridine-2-carbaldehyde

Refernces

• 1、 -. "NEW CHEMICAL COMPOUNDS". Page/Page column 83-84. . Retrieved 2010/04/03.
• 2、 -. "HETEROCYCLIC HYDRAZIDE COMPOUND AND PESTICIDAL USE OF THE SAME". Page/Page column 461-462. . Retrieved 2008/12/08.