4-Amino-2-chloropyridine

Base Information

• Chemical Name: 4-Amino-2-chloropyridine
• CAS No.: 14432-12-3
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 29333999
• European Community (EC) Number: 238-403-0
• UNII: BHC29VF8KH
• DSSTox Substance ID: DTXSID20162674
• Nikkaji Number: J81.768F
• Wikidata: Q72434825
• Mol file: 14432-12-3.mol

Synonyms:4-Amino-2-chloropyridine;14432-12-3;2-Chloropyridin-4-amine;2-Chloro-4-aminopyridine;2-Chloro-pyridin-4-ylamine;4-Pyridinamine, 2-chloro-;MFCD00060089;2-Chloro-4-pyridinamine;4-AMINO-6-CHLOROPYRIDINE;EINECS 238-403-0;BHC29VF8KH;2-chloro-4-amino pyridine;4-amino-2-chloro pyridine;2-chlorpyridin-4-amin;UNII-BHC29VF8KH;2-Chloro-4-amino-pyridine;2-Chloro-4-pyridinamine #;SCHEMBL40039;DTXSID20162674;4-Amino-2-chloropyridine, 97%;CHEBI:177030;BCP22213;CS-D1410;(2-CHLOROPYRIDIN-4-YL)AMINE;BBL009974;STK801373;AKOS001407522;AC-1168;PB24583;PS-3290;SB10355;SY004830;A0895;AM20070246;FT-0617463;EN300-25778;A18206;W-108157;F2145-0707;Z217306542

Chemical Property of 4-Amino-2-chloropyridine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.00116mmHg at 25°C
• Melting Point: 90-94 °C(lit.)
• Refractive Index: 1.5110 (estimate)
• Boiling Point: 299.9 °C at 760 mmHg
• PKA: 4.73±0.30(Predicted)
• Flash Point: 135.2 °C
• PSA: 38.91000
• Density: 1.326 g/cm³
• LogP: 1.89840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.1
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1N)Cl
• Description: 4-Amino-2-chloropyridine is an important pharmaceutical and pesticide intermediate. It can synthesize N-(2-chloro-4-pyridyl)urea regulators that promote plant growth. It is also a key substance in the synthesis of KT-30 (Forchlorfenuron, IUPAC name N-(2-chloro-4-pyridyl)-N'-phenylurea). KT-30 is a highly active cytokinin, which has the biological activity of promoting tissue growth, promoting bud development and green preservation; it has an effect of increasing yield on apple, pear, grape, peach and other fruit crops. 4-Amino-2-chloropyridine itself can also be used as a pesticide alone, and has high activity against various pathogens such as rust, powdery mildew, rice blast, and apple downy mildew. 4-Amino-2-chloropyridine and its pharmaceutical and pesticide intermediates have the advantages of high biological activity, low toxicity, long-lasting period and easy degradation in the environment, so they have broad application prospects in agricultural production.
• Uses: An aminopyridine derivative with potential herbicidal activity. 4-Amino-2-chloropyridine may be used in the preparation of:3-deazacytosine7-substituted 1-alky-1,4-dihydro-4-oxo-1,6-naphthyridine-3-carboxylic acids1,6-naphthyridines

Technology Process of 4-Amino-2-chloropyridine

There total 12 articles about 4-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: 98.0%

2-chloro-4-nitropyridine (23056-36-2) → 4-Amino-2-chloropyridine (14432-12-3)

Guidance literature:

With titanium; for 0.25h;

Reference yield: 95.0%

2-chloro-4-nitropyridine-N-oxide (14432-16-7) → 4-Amino-2-chloropyridine (14432-12-3)

Guidance literature:

With hydrogenchloride; iron; In ethanol; for 3h; Heating;

DOI:10.1016/S0040-4020(99)00703-6

Reference yield:

N-(2-chloro-4-pyridyl)-N'-phenylurea (68157-60-8) → 4-Amino-2-chloropyridine (14432-12-3) + methanol (67-56-1) + aniline (62-53-3)

Guidance literature:

With C₃₀H₂₉BrMnNO₂P₂; potassium tert-butylate; In isopropyl alcohol; toluene; at 120 ℃; for 16h;

DOI:10.1039/d1sc02663a

upstream raw materials:

2,4-dichloropyridine

2-chloro-4-nitropyridine-N-oxide

2-chloroisonicotinoyl azide

2-chloro-4-nitropyridine

Downstream raw materials:

2-chloro-4-pyridinenitrile

2,4-dichloropyridine

2-chloro-4-bromopyridine

2-chloro-4-iodopyridine

Refernces

• 1、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Dwivedi, Ashutosh,Manna, Kuntal. "Aluminum Metal-Organic Framework-Ligated Single-Site Nickel(II)-Hydride for Heterogeneous Chemoselective Catalysis". . p. 3943 - 3957. Retrieved 2021/04/12.
• 2、 -. "Preparation method of 2-chloro-4-aminopyridine". Paragraph 0016; 0019; 0022. . Retrieved 2020/05/05.