2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine

Base Information

• Chemical Name: 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine
• CAS No.: 881844-09-3
• Molecular Formula: C13H12ClN3O3
• Molecular Weight: 293.71
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90700148
• Wikidata: Q82631344
• Mol file: 881844-09-3.mol

Synonyms:2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine;881844-09-3;2-Chloro-N-[(4-methoxyphenyl)methyl]-3-nitropyridin-4-amine;N-(4-METHOXYBENZYL)-2-CHLORO-3-NITROPYRIDIN-4-AMINE;SCHEMBL1743488;DTXSID90700148;USGSNJLNFYSCNL-UHFFFAOYSA-N;CS-M0398;SB82086;CS-13566

Chemical Property of 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine

Chemical Property:

• Melting Point: 106 °C
• Boiling Point: 469.8±45.0 °C(Predicted)
• PKA: 0.18±0.10(Predicted)
• PSA: 79.97000
• Density: 1.394±0.06 g/cm3(Predicted)
• LogP: 3.86010
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 293.0567189
• Heavy Atom Count: 20
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine 96.53% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC2=C(C(=NC=C2)Cl)[N+](=O)[O-]

Technology Process of 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine

There total 2 articles about 2-Chloro-N-(4-methoxybenzyl)-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: 95.0%

2,4-dichloro-3-nitro-pyridine (5975-12-2) + 4-methoxy-benzylamine (2393-23-9) → 2-chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (881844-09-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 10h;

Reference yield:

2,4-dihydroxy-3-nitropyridine (89282-12-2) → 2-chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (881844-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / POCl₃ / 90 - 100 °C

2: 33 g / triethylamine / dimethylformamide / 2 h / 20 °C

With triethylamine; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.10.040

Reference yield: 83.0%

2-chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (881844-09-3) → 2-chloro-N4-(4-methoxybenzyl)pyridine-3,4-diamine (881844-10-6)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 6h; Reflux;

DOI:10.1021/acs.jmedchem.0c01411

upstream raw materials:

2,4-dichloro-3-nitro-pyridine

4-methoxy-benzylamine

2,4-dihydroxy-3-nitropyridine

Downstream raw materials:

2-chloro-N⁴-(4-methoxybenzyl)pyridine-3,4-diamine

4-hydrazino-1H-imidazo[4,5-c]pyridine

4-(isobutyrylamino)-1H-imidazo[4,5-c]pyridine

4-chloro-1-(p-methoxybenzyl)-1H-imidazo[4,5-c]pyridine