1-methyl-5-nitro-1H-benzo[d]imidazole

Base Information

• Chemical Name: 1-methyl-5-nitro-1H-benzo[d]imidazole
• CAS No.: 5381-78-2
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• NSC Number: 57671
• UNII: YX432L4WF4
• DSSTox Substance ID: DTXSID00202087
• Nikkaji Number: J2.539.091A
• Wikidata: Q83075340
• ChEMBL ID: CHEMBL440734
• Mol file: 5381-78-2.mol

Synonyms:5381-78-2;1-methyl-5-nitrobenzimidazole;1-methyl-5-nitro-1H-benzo[d]imidazole;1-methyl-5-nitro-1H-1,3-benzimidazole;1-N-Methyl-5-nitroindazole;1H-Benzimidazole, 1-methyl-5-nitro-;1-Methyl-5-nitro-1H-benzimidazole;1-methyl-5-nitro-1H-1,3-benzodiazole;NSC-57671;1H-Benzimidazole,1-methyl-5-nitro-(9CI);CCRIS 3241;NSC 57671;NSC57671;1-Methyl-5-nitro-1H-benzoimidazole;Oprea1_160623;SCHEMBL211698;CHEMBL440734;YX432L4WF4;DTXSID00202087;5-nitro-1-methyl-1H-benzimidazole;AMY12076;MFCD00628958;STK242100;1-Methyl-5-nitro-1H-benzimidazole #;AKOS003247507;AKOS015940927;LC-0749;AC-28888;CS-0314716;FT-0681191;F17282;AE-641/30196005;J-504969

Chemical Property of 1-methyl-5-nitro-1H-benzo[d]imidazole

Chemical Property:

• Vapor Pressure: 2.52E-05mmHg at 25°C
• Melting Point: 210-212°
• Boiling Point: 358.6°Cat760mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 170.7°C
• PSA: 63.64000
• Density: 1.42g/cm³
• LogP: 2.00470
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99.3% ^*data from raw suppliers

1-Methyl-5-nitro-1H-1,3-benzimidazole >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1C=CC(=C2)[N+](=O)[O-]

Technology Process of 1-methyl-5-nitro-1H-benzo[d]imidazole

There total 6 articles about 1-methyl-5-nitro-1H-benzo[d]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: 80.0%

carbon dioxide (124-38-9,18923-20-1) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 1-methyl-5-nitro-1H-benzo[d]imidazole (5381-78-2) + 5-nitrobenzimidazole (94-52-0)

Guidance literature:

With phenylsilane; at 50 ℃; for 3h; under 22502.3 Torr; Pressure; Autoclave;

DOI:10.1039/d0gc02142c

Reference yield: 43.0%

Dimethyl oxalate (553-90-2) + 5-nitrobenzimidazole (94-52-0) → 1-methyl-6-nitro-1H-benzoimidazole (5381-79-3) + 1-methyl-5-nitro-1H-benzo[d]imidazole (5381-78-2)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; Heating;

DOI:10.1016/S0040-4020(01)87933-3

Reference yield:

6-nitro-1H-benzo[d]imidazole (94-52-0,89843-47-0) + methyl iodide (74-88-4) → 1-methyl-6-nitro-1H-benzoimidazole (5381-79-3) + 1-methyl-5-nitro-1H-benzo[d]imidazole (5381-78-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Overall yield = 99 %;

DOI:10.1016/j.bmc.2013.04.005

upstream raw materials:

Dimethyl oxalate

5-nitrobenzimidazole

1-Methylbenzimidazole

methyl iodide

Downstream raw materials:

1-methyl-1H-benzo[d]imidazol-5-amine

1-methyl-6-amino-1H-benzo[d]imidazole

N-methyl-4-nitro-2-(4-(4-(trifluoromethyl)phenyl)-1H-imidazol-1-yl)aniline

(2-{[(4E)-2-amino-1-oxaspiro[4.5]dec-2-en-4-ylidene]amino}-4-nitrophenyl)methylformamide

Refernces

• 1、 -. "5-SULFAMOYL-2-HYDROXYBENZAMIDE DERIVATIVES". Page/Page column 238. . Retrieved 2017/09/27.
• 2、 Lee, Jeewoo,Tran, Phuong-Thao,Hoang, Van-Hai,Thorat, Shivaji A.,Kim, Sung Eun,Ann, Jihyae,Chang, Yu Jin,Nam, Dong Woo,Song, Hyundong,Mook-Jung, Inhee,Lee, Jiyoun. "Structure-activity relationship of human glutaminyl cyclase inhibitors having an N-(5-methyl-1H-imidazol-1-yl)propyl thiourea template". . p. 3821 - 3830. Retrieved 2013/07/19.