2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide

Base Information

• Chemical Name: 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide
• CAS No.: 1167056-52-1
• Molecular Formula: C8H8N2O5
• Molecular Weight: 212.16
• Mol file: 1167056-52-1.mol

Synonyms:2-Pyridinecarboxylic acid, 3-methyl-4-nitro-, methyl ester, 1-oxide;

Chemical Property of 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide

Chemical Property:

• Boiling Point: 429.4±40.0 °C(Predicted)
• PKA: -2.29±0.10(Predicted)
• PSA: 97.58000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 1.64150

Purity/Quality:

98% ^*data from raw suppliers

5-Methyl-4-nitropyridine-N-oxide-6-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide

There total 2 articles about 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide 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: 65.0%

methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate (878207-91-1) → 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide (1167056-52-1)

Guidance literature:

With sulfuric acid; nitric acid; at 95 - 100 ℃; for 5.33333h;

DOI:10.3987/COM-13-12785

Reference yield:

3-methyl-pyridine-2-carboxylic acid methyl ester (59718-84-2) → 2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide (1167056-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dihydrogen peroxide; acetic acid / 24 h / 80 °C

2: nitric acid; sulfuric acid / 5.33 h / 95 - 100 °C

With sulfuric acid; dihydrogen peroxide; nitric acid; acetic acid;

DOI:10.3987/COM-13-12785

Reference yield:

2-(methoxycarbonyl)-3-methyl-4-nitropyridine 1-oxide (1167056-52-1) → 4-amino-5-bromo-2-(3,5-dimethoxyphenyl)-7-aza-isoindolin-1-one

Guidance literature:

Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr

2: N-Bromosuccinimide; ammonium acetate / acetonitrile / 1 h / 20 °C

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / Reflux

4: potassium carbonate / acetonitrile / 7 h / 20 °C / Inert atmosphere; Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; ammonium acetate; hydrogen; potassium carbonate; In methanol; tetrachloromethane; acetonitrile;

DOI:10.3987/COM-13-12720

upstream raw materials:

methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate

3-methyl-pyridine-2-carboxylic acid methyl ester

Refernces

• 1、 Zhou, Heng,Sun, Guanglong,Liu, Zenglu,Zhan, Xiaoping,Mao, Zhenmin. "Synthesis of 4-methoxy and 5-methoxy substituted 7-aza-isoindolin-1-ones". . p. 2071 - 2079. Retrieved 2013/10/22.