4-(Methoxycarbonyl)pyridine 1-oxide

Base Information

• Chemical Name: 4-(Methoxycarbonyl)pyridine 1-oxide
• CAS No.: 3783-38-8
• Molecular Formula: C7H7 N O3
• Molecular Weight: 153.137
• Hs Code.: 2933399090
• European Community (EC) Number: 672-525-9
• NSC Number: 39284
• DSSTox Substance ID: DTXSID60284844
• Nikkaji Number: J940.122I
• Wikidata: Q82019996
• Mol file: 3783-38-8.mol

Synonyms:3783-38-8;4-(Methoxycarbonyl)pyridine 1-oxide;Methylisonicotinate-N-oxide;Methyl isonicotinate N-oxide;methyl 1-oxidopyridin-1-ium-4-carboxylate;Methyl pyridine-4-carboxylate 1-oxide;methyl isonicotinate 1-oxide;4-(methoxycarbonyl)pyridin-1-ium-1-olate;NSC39284;4-(Methoxycarbonyl)pyridine N-oxide;methyl isonicotinate-N-oxide;SCHEMBL1780723;DTXSID60284844;XSGNXRNOZMUURC-UHFFFAOYSA-N;4-(Methoxycarbonyl)pyridine1-oxide;BBL103496;MFCD00128856;NSC-39284;STL557306;AKOS004896819;AB10279;AM86918;FS-3934;FT-0676864;EN300-6769399;Methyl 1-oxo-1lambda~5~-pyridine-4-carboxylate

Chemical Property of 4-(Methoxycarbonyl)pyridine 1-oxide

Chemical Property:

• Vapor Pressure: 8.59E-05mmHg at 25°C
• Melting Point: 116.5-118.5 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 340.5°Cat760mmHg
• PKA: -0.41±0.10(Predicted)
• Flash Point: 159.7°C
• PSA: 51.76000
• Density: 1.2g/cm³
• LogP: 0.90170
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

98%min ^*data from raw suppliers

MethylIsonicotinateN-Oxide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=[N+](C=C1)[O-]
• Uses: Methyl Isonicotinate is a pyridine-N-oxide and the oxido derivative the Methyl Isonicotinate (M323340).

Technology Process of 4-(Methoxycarbonyl)pyridine 1-oxide

There total 5 articles about 4-(Methoxycarbonyl)pyridine 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: 99.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → methyl isonicotinate N-oxide (3783-38-8)

Guidance literature:

4-pyridinecarboxylic acid, methyl ester; With dihydrogen peroxide; methyltrioxorhenium(VII); In dichloromethane; water; at 20 ℃; for 18h;

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 97.0%

methanol (67-56-1) + Isonicotinic acid N-oxide (13602-12-5) → methyl isonicotinate N-oxide (3783-38-8)

Guidance literature:

With diazomethyl-trimethyl-silane; In hexane; at 0 ℃; for 1h;

DOI:10.1021/jo070189y

Reference yield:

Isonicotinic acid N-oxide (13602-12-5) + N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (16357-59-8) → methyl isonicotinate N-oxide (3783-38-8)

Guidance literature:

Isonicotinic acid N-oxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at 20 ℃; for 1h;

In methanol; at 20 ℃; for 17h;

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

methanol

Isonicotinic acid N-oxide

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Downstream raw materials:

C₁₄H₁₃NO₄

C₁₅H₁₅NO₃

methyl 2-hydroxypyridine-4-carboxylate

methyl 2-chloroisonicotinate

Refernces

• 1、 Hu, Qiang,Yu, Wan-Lei,Luo, Yong-Chun,Hu, Xiu-Qin,Xu, Peng-Fei. "A Photosensitizer-Free Radical Cascade for Synthesizing CF3-Containing Polycyclic Quinazolinones with Visible Light". supporting information. p. 1493 - 1501. Retrieved 2022/02/07.
• 2、 Smirnov, Vladimir O.,Maslov, Anton S.,Kokorekin, Vladimir A.,Korlyukov, Alexander A.,Dilman, Alexander D.. "Photoredox generation of the trifluoromethyl radical from borate complexes: Via single electron reduction". supporting information. p. 2236 - 2239. Retrieved 2018/03/06.