ethyl N-[6-amino-4-[[(2E)-2-hydroxyimino-4-phenylbutyl]amino]-5-nitropyridin-2-yl]carbamate

Base Information

• Chemical Name: ethyl N-[6-amino-4-[[(2E)-2-hydroxyimino-4-phenylbutyl]amino]-5-nitropyridin-2-yl]carbamate
• CAS No.: 83269-17-4
• Molecular Formula: C18H22 N6 O5
• Molecular Weight: 402.41
• NSC Number: 302062
• DSSTox Substance ID: DTXSID90422499
• Mol file: 83269-17-4.mol

Synonyms:NSC302062;83269-17-4;DTXSID90422499;NSC-302062

Chemical Property of ethyl N-[6-amino-4-[[(2E)-2-hydroxyimino-4-phenylbutyl]amino]-5-nitropyridin-2-yl]carbamate

Chemical Property:

• Vapor Pressure: 1.75E-17mmHg at 25°C
• Boiling Point: 644.3°Cat760mmHg
• Flash Point: 343.5°C
• Density: 1.4g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 402.16516782
• Heavy Atom Count: 29
• Complexity: 563

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=NC(=C(C(=C1)NCC(=NO)CCC2=CC=CC=C2)[N+](=O)[O-])N
• Isomeric SMILES: CCOC(=O)NC1=NC(=C(C(=C1)NC/C(=N/O)/CCC2=CC=CC=C2)[N+](=O)[O-])N

Technology Process of ethyl N-[6-amino-4-[[(2E)-2-hydroxyimino-4-phenylbutyl]amino]-5-nitropyridin-2-yl]carbamate

There total 1 articles about ethyl N-[6-amino-4-[[(2E)-2-hydroxyimino-4-phenylbutyl]amino]-5-nitropyridin-2-yl]carbamate 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: 84.0%

ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate (6506-86-1) + 1-amino-4-phenyl-2-butanone oxime (88695-49-2) → ethyl 6-amino-4-<(2-oxo-4-phenylbutyl)amino>-5-nitro-2-pyridinecarbamate oxime (83269-17-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; at 54 ℃; for 24h;

DOI:10.1021/jm00355a018

Reference yield: 83.0%

ethyl 6-amino-4-<(2-oxo-4-phenylbutyl)amino>-5-nitro-2-pyridinecarbamate oxime (83269-17-4) → ethyl 6-amino-4-<(2-oxo-4-phenylbutyl)amino>-5-nitro-2-pyridinecarbamate (83269-04-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 55 ℃; for 1h;

DOI:10.1021/jm00355a018

Reference yield:

ethyl 6-amino-4-<(2-oxo-4-phenylbutyl)amino>-5-nitro-2-pyridinecarbamate oxime (83269-17-4) → Ethyl 5-Amino-1,2-dihydro-3-(2-phenylethyl)pyrido(3,4-b)pyrazine-7-carbamate (83269-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 1N HCl / dioxane / 1 h / 55 °C

2: 88 percent / H₂ / Raney nickel / N,N-dimethyl-acetamide / 20 h / 760 Torr / Ambient temperature

With hydrogenchloride; hydrogen; nickel; In 1,4-dioxane; N,N-dimethyl acetamide;

DOI:10.1021/jm00355a018

upstream raw materials:

ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate

1-amino-4-phenyl-2-butanone oxime

Downstream raw materials:

ethyl 6-amino-4-<(2-oxo-4-phenylbutyl)amino>-5-nitro-2-pyridinecarbamate

Ethyl 5-Amino-1,2-dihydro-3-(2-phenylethyl)pyrido(3,4-b)pyrazine-7-carbamate