1-Ethyl-2-methylbenzimidazole

Base Information

• Chemical Name: 1-Ethyl-2-methylbenzimidazole
• CAS No.: 5805-76-5
• Deprecated CAS: 42846-39-9
• Molecular Formula: C10H12 N2
• Molecular Weight: 160.219
• Hs Code.: 2933998090
• European Community (EC) Number: 227-362-4
• NSC Number: 93793
• UNII: NKW4V930AO
• DSSTox Substance ID: DTXSID9064009
• Nikkaji Number: J41.309G
• Wikidata: Q72475799
• Mol file: 5805-76-5.mol

Synonyms:1-Ethyl-2-methylbenzimidazole;5805-76-5;N-Ethyl-2-methylbenzimidazole;1H-Benzimidazole, 1-ethyl-2-methyl-;BENZIMIDAZOLE, 1-ETHYL-2-METHYL-;EINECS 227-362-4;NSC 93793;BRN 0127380;NKW4V930AO;1-Ethyl-2-methyl-1H-benzimidazole;NSC-93793;5-23-06-00326 (Beilstein Handbook Reference);NSC93793;1-ethyl-2-methyl-1H-benzo[d]imidazole;UNII-NKW4V930AO;1-ethyl-2-methyl-benzimidazole;SCHEMBL1104819;DTXSID9064009;IPNPFISPYWNXBR-UHFFFAOYSA-;AMY37177;WLN: T56 BN DNJ B2 C1;MFCD00044560;1-Ethyl-2-methyl-1H-benzimidazole #;AKOS002170028;1-ethyl-2-methyl-1H-1,3-benzodiazole;LS-32967;FT-0656837;A831716

Chemical Property of 1-Ethyl-2-methylbenzimidazole

Chemical Property:

• Vapor Pressure: 0.00196mmHg at 25°C
• Melting Point: 51°C
• Refractive Index: 1.6392 (estimate)
• Boiling Point: 300.8°C at 760 mmHg
• PKA: 6.03±0.10(Predicted)
• Flash Point: 135.7°C
• PSA: 17.82000
• Density: 1.06g/cm³
• LogP: 2.36460
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

N-ETHYL-2-METHYLBENZIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=NC2=CC=CC=C21)C

Technology Process of 1-Ethyl-2-methylbenzimidazole

There total 27 articles about 1-Ethyl-2-methylbenzimidazole 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: 98.0%

acetaldehyde (75-07-0,9002-91-9) + 1,2-diamino-benzene (95-54-5) → 2-Methyl-1H-benzimidazole (615-15-6) + 1-ethyl-2-methyl-1H-benzo[d]imidazole (5805-76-5)

Guidance literature:

With erbium(III) triflate; at 80 ℃; for 0.0333333h; Green chemistry;

DOI:10.3762/bjoc.12.235

Reference yield: 92.0%

N'-(2-bromophenyl)-N-ethylethanimidamide (444995-69-1) → 1-ethyl-2-methyl-1H-benzo[d]imidazole (5805-76-5)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In acetonitrile; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2012.02.027

Reference yield: 91.0%

acetaldehyde (75-07-0,9002-91-9) + 1,2-diamino-benzene (95-54-5) → 1-ethyl-2-methyl-1H-benzo[d]imidazole (5805-76-5)

Guidance literature:

1,2-diamino-benzene; With choline chloride; at 80 ℃; for 2h; Inert atmosphere;

acetaldehyde; at 80 ℃; Inert atmosphere;

DOI:10.3390/molecules24162885

upstream raw materials:

diethyl ether

N-ethyl-benzene-1,2-diamine

acetic anhydride

N-ethyl-o-phenylenediamine; dihydrochloride

Downstream raw materials:

1-(1-Ethylbenzimidazol-2-yl)-1-oximino-2-phenylglyoxal

2-[2-(4-chloro-phenyl)-vinyl]-1-ethyl-1H-benzimidazole

1-ethyl-2-styryl-1H-benzimidazole

N-{4-[(E)-2-(1-Ethyl-1H-benzoimidazol-2-yl)-vinyl]-phenyl}-oxalamic acid ethyl ester

Refernces

• 1、 Montini, Tiziano,Gombac, Valentina,Delgado, Juan J.,Venezia, Anna Maria,Adami, Gianpiero,Fornasiero, Paolo. "Sustainable photocatalytic synthesis of benzimidazoles". . . Retrieved 2021/03/14.
• 2、 Gioia, Maria Luisa Di,Cassano, Roberta,Costanzo, Paola,Cano, Natividad Herrera,Maiuolo, Loredana,Nardi, Monica,Nicoletta, Fiore Pasquale,Oliverio, Manuela,Procopio, Antonio. "Green synthesis of privileged benzimidazole scaffolds using active deep eutectic solvent". supporting information. . Retrieved 2019/08/20.