2,6-Dichloro-3-nitropyridin-4-amine

Base Information

• Chemical Name: 2,6-Dichloro-3-nitropyridin-4-amine
• CAS No.: 2897-43-0
• Molecular Formula: C5H3Cl2N3O2
• Molecular Weight: 208.004
• Hs Code.: 2933399090
• European Community (EC) Number: 867-667-5
• NSC Number: 136572
• DSSTox Substance ID: DTXSID60300391
• Nikkaji Number: J3.311.549K
• Wikidata: Q72435726
• Mol file: 2897-43-0.mol

Synonyms:2897-43-0;2,6-dichloro-3-nitropyridin-4-amine;4-AMINO-2,6-DICHLORO-3-NITROPYRIDINE;2,6-DICHLORO-3-NITRO-4-AMINOPYRIDINE;2,6-dichloro-3-nitro-pyridin-4-ylamine;4-Pyridinamine, 2,6-dichloro-3-nitro-;MFCD03265754;2,6-Dichloro-4-amino-5-nitropyridine;2,6-dichloro-4-amino-3-nitropyridine;NSC136572;2,6-Dichloro-3-nitro-pyridin-4-amine;2,6-dichloro-3-nitropyridin-4-ylamine;SCHEMBL260778;DTXSID60300391;KJVKGYRFRFXCQQ-UHFFFAOYSA-N;CL0019;2,6-dichloro-3-nitro-4-pyridinamine;AKOS008901198;2,6-dichloro-3-nitropyridine-4-amine;AM84894;CS-W003036;NSC-136572;PS-5095;SB36406;2,6-dichloro-4 amino-5-nitro-pyridine;2,6-dichloro-4-amino-5-nitro-pyridine;4-amino-2,6-dichloro-3-nitro-pyridine;4-Pyridinamine,2,6-dichloro-3-nitro-;AC-23141;SY007103;(2,6-Dichloro-3-nitropyridin-4-yl)amine;A5454;BB 0262577;FT-0647046;EN300-109155;4-Amino-2,6-dichloro-3-nitropyridine, AldrichCPR;W-202209

Chemical Property of 2,6-Dichloro-3-nitropyridin-4-amine

Chemical Property:

• Appearance/Colour: light yellow to beige solid
• Vapor Pressure: 1.74E-07mmHg at 25°C
• Melting Point: 148-150 °C
• Refractive Index: 1.666
• Boiling Point: 426.6 °C at 760 mmHg
• PKA: -3.65±0.50(Predicted)
• Flash Point: 211.8 °C
• PSA: 84.73000
• Density: 1.723 g/cm³
• LogP: 2.98320
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 206.9602317
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

≥99% ^*data from raw suppliers

4-Amino-2,6-dichloro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(N=C1Cl)Cl)[N+](=O)[O-])N

Technology Process of 2,6-Dichloro-3-nitropyridin-4-amine

There total 2 articles about 2,6-Dichloro-3-nitropyridin-4-amine 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: 43.0%

2,6-dichloro-[4]pyridylamine (2587-02-2) → 4-amino-2,6-dichloro-3,5-dinitropyridine (650140-90-2) + 2,6-dichloro-3-nitropyridin-4-amine (2897-43-0)

Guidance literature:

With sulfuric acid; potassium nitrate; at 20 ℃; for 6h;

DOI:10.1515/hc-2016-0132

Reference yield:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 2,6-dichloro-3-nitropyridin-4-amine (2897-43-0)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C

2: sodium azide / water; acetone / 0.03 h / 25 °C

3: trifluoroacetic acid / benzene / 21 h / 90 °C

4: potassium carbonate / methanol / 7.5 h / 25 °C

5: sulfuric acid; nitric acid / -5 °C

6: sulfuric acid / 1 h / 0 - 100 °C

With sodium azide; oxalyl dichloride; sulfuric acid; nitric acid; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene; 3: |Curtius Rearrangement;

DOI:10.1002/cmdc.201300112

Reference yield: 99.0%

2,6-dichloro-3-nitropyridin-4-amine (2897-43-0) → 3,4-diamino-2,6-dichloropyridine (101079-63-4)

Guidance literature:

With hydrogen; In methanol; for 4h;

DOI:10.1021/ml500352s

upstream raw materials:

2,6-dichloropyridine-4-carboxylic acid

2,6-dichloro-[4]pyridylamine

Downstream raw materials:

3,4-diamino-2,6-dichloropyridine

8-chloro-3-deazaadenine

3-chloro-3-deazaadenine

2,6-dichloro-8-oxo-3-deazaadenine