3-Amino-2-chloropyridine

Base Information

• Chemical Name: 3-Amino-2-chloropyridine
• CAS No.: 6298-19-7
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 29333999
• European Community (EC) Number: 228-572-9
• NSC Number: 45407
• UNII: WFH374WQE6
• DSSTox Substance ID: DTXSID40212185
• Nikkaji Number: J81.181E
• Wikidata: Q72434828
• ChEMBL ID: CHEMBL4639717
• Mol file: 6298-19-7.mol

Synonyms:3-Amino-2-chloropyridine;6298-19-7;2-chloropyridin-3-amine;2-Chloro-3-pyridinamine;2-Chloro-3-aminopyridine;3-Pyridinamine, 2-chloro-;2-Chloro-3-pyridylamine;2-chloro-3-amino pyridine;2-chloro-pyridin-3-ylamine;MFCD00006238;2-chloropyridin-3-ylamine;Pyridine, 3-amino-2-chloro-;2-CHLORO-3-PYRIDINYLAMINE;3-amino-2-chloro-pyridine;2-Chloro-3-amino-pyridine;2-Chloranylpyridin-3-Amine;WFH374WQE6;Pyridine, 2-chloro-3-amino-;EINECS 228-572-9;NSC-45407;NSC45407;2chloro-3-aminopyridine;2-chloro-3- pyridinamine;UNII-WFH374WQE6;3-amino-2-chloro pyridine;SCHEMBL160353;CHEMBL4639717;2-CHLORO-3-PYRIDINEAMINE;DTXSID40212185;3-Amino-2-chloropyridine, 98%;BCP26985;NSC 45407;STK506778;AKOS000119691;AC-4662;CS-W019980;PB23167;PS-5762;SB21670;BP-21331;SY005474;A0836;A8696;AM20061392;FT-0614929;EN300-19839;P16534;AC-907/25014052;SR-01000944743;Q-101988;SR-01000944743-1;F3284-8126;Z104475710;L97

Chemical Property of 3-Amino-2-chloropyridine

Chemical Property:

• Appearance/Colour: off-white to yellow to pink crystalline powder
• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: 76-78 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 262.8 °C at 760 mmHg
• PKA: 2.42±0.10(Predicted)
• Flash Point: 112.7 °C
• PSA: 38.91000
• Density: 1.326 g/cm³
• LogP: 1.89840
• Storage Temp.: 2-8°C
• Solubility.: 30g/l
• Water Solubility.: Soluble in methanol and water. (30 g/L).
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.0141259
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)N
• Uses: It is an intermediate of medicine and agricultural chemicals. It is involved in the Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds.

Technology Process of 3-Amino-2-chloropyridine

There total 32 articles about 3-Amino-2-chloropyridine 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: 99.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 2-chloro-3-aminopyridine (6298-19-7)

Guidance literature:

2-Chloro-3-nitropyridine; In water; at 20 ℃; Inert atmosphere;

With sodium tetrahydroborate; In water; Inert atmosphere;

DOI:10.1007/s12039-019-1654-1

Reference yield: 94.1%

pyridin-3-ylamine (462-08-8) → 2-chloro-3-aminopyridine (6298-19-7)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; at 13 - 18 ℃; for 3.66667h;

Reference yield: 87.0%

3-azido-2-chloropyridine (102934-51-0) → 2-chloro-3-aminopyridine (6298-19-7)

Guidance literature:

With iron; In water; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.07.076

upstream raw materials:

pyridin-3-ylamine

3-amino-2-bromopyridine

2-Chloro-3-nitropyridine

nicotinamide

Downstream raw materials:

N²-propyl-pyridine-2,3-diyldiamine

N-(2-chloro-3-pyridinyl)acetamide

N²-cyclohexylpyridine-2,3-diamine

3-Amino-2-dimethylaminopyridine

Refernces

A Facile, One-Pot Synthesis of 2-Arylthiazolo<5,4-b>pyridines

10.1055/s-1985-31265

The research describes a novel and effective one-pot synthesis method for 2-arylthiazolo[5,4-b]pyridines, a class of fused heterocycles known for their analgesic, antipyretic, and anti-inflammatory properties. The key chemicals involved in this synthesis include 3-amino-2-chloropyridines (1a,b), which are commercially available, and O-ethyl arene- or heteroarenethiocarboxylates (2a-d), which can be prepared either by reacting the corresponding ethyl carboxylates with Lawesson reagent in toluene or by converting aromatic or heteroaromatic nitriles into imidic esters via Pinner reaction and subsequent treatment with hydrogen sulfide. The synthesis process involves condensation of these thioesters with the Grignard reagent of 2-chloro-3-aminopyridines in tetrahydrofuran, yielding 2-arylthiazolo[5,4-b]pyridines (3a-h) with good yields. The necessity of a chlorine substituent on the pyridine ring is highlighted through comparison with reactions involving 3-aminopyridine. The study provides detailed procedures, yields, melting points, and spectral data for the synthesized compounds.