5-Bromo-1-methyl-4-nitro-1H-imidazole

Base Information

• Chemical Name: 5-Bromo-1-methyl-4-nitro-1H-imidazole
• CAS No.: 933-87-9
• Molecular Formula: C4H4 Br N3 O2
• Molecular Weight: 206
• Hs Code.: 2933290090
• European Community (EC) Number: 868-536-5
• NSC Number: 329116
• UNII: 9MQV6BY151
• DSSTox Substance ID: DTXSID40239377
• Nikkaji Number: J449.900J
• Wikidata: Q83121721
• Mol file: 933-87-9.mol

Synonyms:1-methyl-5-bromo-4-nitroimidazole;MTR 1-80

Chemical Property of 5-Bromo-1-methyl-4-nitro-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.000257mmHg at 25°C
• Boiling Point: 333.9°Cat760mmHg
• Flash Point: 155.7°C
• PSA: 63.64000
• Density: 2.04g/cm³
• LogP: 1.61400
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 204.94869
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99%min ^*data from raw suppliers

5-Bromo-1-methyl-4-nitro-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC(=C1Br)[N+](=O)[O-]
• Uses: 5-Bromo-1-methyl-4-nitro-1H-imidazole, is a buliding blcok used in the synthesis of various compounds such as, 5,5''-Thiobis[1-methyl-4-nitro-1H-Imidazole (T350205).

Technology Process of 5-Bromo-1-methyl-4-nitro-1H-imidazole

There total 6 articles about 5-Bromo-1-methyl-4-nitro-1H-imidazole 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: 70.0%

4-bromo-5-nitro-1H-imidazole (6963-65-1) + dimethyl sulfate (77-78-1) → 1-methyl-5-bromo-4-nitro-1H-imidazole (933-87-9)

Guidance literature:

In sodium hydroxide; for 0.333333h; Ambient temperature;

DOI:10.1021/jo00322a005

Reference yield: 0.1%

4-bromo-5-nitro-1H-imidazole (6963-65-1) + dimethyl sulfate (77-78-1) → 1-methyl-5-bromo-4-nitro-1H-imidazole (933-87-9) + 4-bromo-1-methyl-5-nitro-1H-imidazole (59177-47-8)

Guidance literature:

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5-bromo-4-nitro-1H-imidazole (6963-65-1) → 1-methyl-5-bromo-4-nitro-1H-imidazole (933-87-9) + 4-bromo-1-methyl-5-nitro-1H-imidazole (59177-47-8)

Guidance literature:

In diethyl ether;

DOI:10.1002/ardp.200800022

upstream raw materials:

4-bromo-5-nitro-1H-imidazole

dimethyl sulfate

sulfuric acid

diazomethane

Downstream raw materials:

1-methyl-4-nitro-5-(phenylthio)-1H-imidazole

1-methyl-4-nitro-5-(phenylsulfonyl)-1H-imidazole

1-methyl-4-nitro-5-[4-acetamido(phenylsulfonyl)]-1H-imidazole

1-methyl-4-nitro-5-(4-methylphenylsulfonyl)-1H-imidazole

Refernces

• 1、 Letafat, Bahram,Emami, Saeed,Aliabadi, Alireza,Mohammadhosseini, Negar,Moshafi, Mohammad Hassan,Asadipour, Ali,Shafiee, Abbas,Foroumadi, Alireza. "Synthesis and In-vitro antibacterial activity of 5-substituted 1-methyl-4-nitro-1H-imidazoles". body text. p. 497 - 501. Retrieved 2009/04/04.
• 2、 Dickens,Dyer,Hamill,et al.. "Reassignment of the structure of iodonitroimidazole, its N-methyl derivatives, and related compounds". . p. 1781 - 1786. Retrieved 2007/10/02.