1-N-butyl-2-methyl-4-nitroimidazole

Base Information

• Chemical Name: 1-N-butyl-2-methyl-4-nitroimidazole
• CAS No.: 135009-57-3
• Molecular Formula: C8H13N3O2
• Molecular Weight: 183.21
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID60384252
• Nikkaji Number: J2.016.675D
• Wikidata: Q82176240
• ChEMBL ID: CHEMBL95635
• Mol file: 135009-57-3.mol

Synonyms:1-N-butyl-2-methyl-4-nitroimidazole;135009-57-3;1-butyl-2-methyl-4-nitro-1H-imidazole;1-butyl-2-methyl-4-nitroimidazole;1H-Imidazole,1-butyl-2-methyl-4-nitro-;MLS000851086;CHEMBL95635;SCHEMBL14181603;DTXSID60384252;HMS2791O16;AKOS022181035;AS-77619;SMR000457329;CS-0337696;FT-0643227;2-AMINO-BETA-D-ARABINOFURANO[1,2:4,5]OXAZOLINE

Chemical Property of 1-N-butyl-2-methyl-4-nitroimidazole

Chemical Property:

• Vapor Pressure: 0.000215mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 336.7 °C at 760 mmHg
• Flash Point: 157.5 °C
• PSA: 63.64000
• Density: 1.2 g/cm³
• LogP: 2.42300
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 183.100776666
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

1-Butyl-2-methyl-4-nitro-1H-imidazole 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C=C(N=C1C)[N+](=O)[O-]

Technology Process of 1-N-butyl-2-methyl-4-nitroimidazole

There total 3 articles about 1-N-butyl-2-methyl-4-nitroimidazole 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: 93.0%

1-bromo-butane (109-65-9) + 2-methyl-4-nitro-1H-imidazole (696-23-1) → 1-butyl-2-methyl-4-nitro-1H-imidazole (135009-57-3)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; at 70 - 80 ℃; for 1.5h;

DOI:10.1080/00397919308012596

Reference yield: 88.0%

1-bromo-butane (109-65-9) + 2-methyl-5-nitro-1H-imidazole (696-23-1,88054-22-2) → 1-butyl-2-methyl-4-nitro-1H-imidazole (135009-57-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo5025927

Reference yield: 84.0%

1-bromo-butane (109-65-9) + 1H-4(5)-nitroimidazole (3034-38-6) → 1-butyl-2-methyl-4-nitro-1H-imidazole (135009-57-3)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; for 2h; Reflux;

DOI:10.1039/c1nj20677j

upstream raw materials:

1-bromo-butane

2-methyl-4-nitro-1H-imidazole

1H-4⁽⁵⁾-nitroimidazole

2-methyl-5-nitro-1H-imidazole

Downstream raw materials:

1-butyl-2-methyl-4-nitroimidazolium picrate

Refernces

• 1、 Iaroshenko, Viktor O.,Gevorgyan, Ashot,Mkrtchyan, Satenik,Arakelyan, Knar,Grigoryan, Tatevik,Yedoyan, Julietta,Villinger, Alexander,Langer, Peter. "Transition-metal-catalyzed arylation of nitroimidazoles and further transformations of manipulable nitro group". . p. 2103 - 2119. Retrieved 2015/04/14.
• 2、 Liu,Chen,Cao,Li. "Solid-liquid phase-transfer catalytic method for N-alkylation of nitroimidazole". . p. 2611 - 2615. Retrieved 2007/10/02.