Ethyl 2-amino-5-nitronicotinate

Base Information

• Chemical Name: Ethyl 2-amino-5-nitronicotinate
• CAS No.: 88312-65-6
• Molecular Formula: C8H9N3O4
• Molecular Weight: 211.17500
• DSSTox Substance ID: DTXSID00383042
• Wikidata: Q82174598
• Mol file: 88312-65-6.mol

Synonyms:Ethyl 2-amino-5-nitronicotinate;88312-65-6;ethyl 2-amino-5-nitropyridine-3-carboxylate;Ethyl2-amino-5-nitronicotinate;SCHEMBL912582;DTXSID00383042;IXVHWCFQORHXNA-UHFFFAOYSA-N;MFCD05665932;STK523477;AKOS005138169;AB22419;2-Amino-5-nitronicotinic acid ethyl ester;CS-0298871;FT-0688475;EN300-6511156

Chemical Property of Ethyl 2-amino-5-nitronicotinate

Chemical Property:

• PSA: 111.03000
• LogP: 1.85310
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 211.05930578
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-amino-5-nitronicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC(=C1)[N+](=O)[O-])N

Technology Process of Ethyl 2-amino-5-nitronicotinate

There total 7 articles about Ethyl 2-amino-5-nitronicotinate 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: 76.0%

2-ethoxy-5-nitropyridine-3-carboxylic acid ethyl ester (146512-21-2) → ethyl 2-amino-5-nitro-3-pyridinecarboxylate (88312-65-6)

Guidance literature:

With ammonia; In ethanol; at 100 - 150 ℃; for 22h; under 5171.5 - 10343 Torr;

DOI:10.1002/jhet.5570290629

Reference yield: 65.0%

ethyl 2-cyanoacetate (105-56-6) + 5-nitropyrimidine (14080-32-1) → ethyl 2-amino-5-nitro-3-pyridinecarboxylate (88312-65-6)

Guidance literature:

With triethylamine; In ethanol; at 70 ℃; for 2.5h;

Reference yield:

2-chloro-3-chlorocarbonyl-5-nitropyridine (135795-55-0) → ethyl 2-amino-5-nitro-3-pyridinecarboxylate (88312-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / Heating

2: 76 percent / anhydrous ammonia / ethanol / 22 h / 100 - 150 °C / 5171.5 - 10343 Torr

With ammonia; In ethanol;

DOI:10.1002/jhet.5570290629

upstream raw materials:

2-ethoxy-5-nitropyridine-3-carboxylic acid ethyl ester

ethyl 2-cyanoacetate

5-nitropyrimidine

ethyl iodide

Downstream raw materials:

N-methyl 2-methylamino-5-nitro-3-pyridine carboxamide

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