2-ethyl-1H-imidazole-4,5-dicarbonitrile

Base Information

• Chemical Name: 2-ethyl-1H-imidazole-4,5-dicarbonitrile
• CAS No.: 57610-38-5
• Molecular Formula: C7H6N4
• Molecular Weight: 146.15
• Hs Code.: 2933290090
• ChEMBL ID: CHEMBL1379633
• DSSTox Substance ID: DTXSID40413973
• Nikkaji Number: J2.473.757H
• Wikidata: Q82222476
• Mol file: 57610-38-5.mol

Synonyms:2-ethyl-1H-imidazole-4,5-dicarbonitrile;57610-38-5;2-ethylimidazole-4,5-dicarbonitrile;MLS000763535;SCHEMBL6267292;CHEMBL1379633;DTXSID40413973;JBGUQPNUGTYMCR-UHFFFAOYSA-N;HMS2721E11;MFCD06496123;AKOS005069662;SMR000336872;CS-0296745;FT-0680102;EN300-77566;A869637;12X-0843;J-509315

Chemical Property of 2-ethyl-1H-imidazole-4,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 4.22E-10mmHg at 25°C
• Melting Point: 172-175°
• Refractive Index: 1.553
• Boiling Point: 499.2°Cat760mmHg
• Flash Point: 155.5°C
• PSA: 76.26000
• Density: 1.27g/cm³
• LogP: 0.71546
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.059246208
• Heavy Atom Count: 11
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

2-Ethyl-1H-imidazole-4,5-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC(=C(N1)C#N)C#N

Technology Process of 2-ethyl-1H-imidazole-4,5-dicarbonitrile

There total 7 articles about 2-ethyl-1H-imidazole-4,5-dicarbonitrile 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: 97.0%

trimethoxypropane (24823-81-2) + diaminomaleonitrile (1187-42-4) → 2-ethyl-1H-imidazole-4,5-dicarbonitrile (57610-38-5)

Guidance literature:

1.) CH₃CN, reflux, 5 h, 2.) xylene, reflux, 7 h;

DOI:10.1021/jm950450f

Reference yield: 67.0%

diaminomaleonitrile (1187-42-4) + Triethyl orthopropionate (115-80-0) → 2-ethyl-1H-imidazole-4,5-dicarbonitrile (57610-38-5)

Guidance literature:

With sodium methylate; In methanol; methoxybenzene; at 100 ℃;

DOI:10.1002/jhet.5570440302

Reference yield: 27.0%

N-[2-amino-1,2-dicyanovinyl]propanamide (58143-09-2) → 2-ethyl-1H-imidazole-4,5-dicarbonitrile (57610-38-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Heating;

DOI:10.1002/jhet.5570440302 DOI:10.1016/S0385-5414(07)81094-X

upstream raw materials:

2-ethyl-1H-imidazole-4,5-dicarboxylic acid diamide

diaminomaleonitrile

Triethyl orthopropionate

trimethoxypropane

Downstream raw materials:

2-Ethyl-5-(1-hydroxy-1-methyl-ethyl)-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester

ethyl 2-ethyl-4-(1-hydroxy-1-methylethyl)-1-{4-[2-(tetrazol-5-yl)-phenyl]phenyl}methylimidazole-5-carboxylate

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-ethyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate

ethyl 1-[(2'-carboxybiphenyl-4-yl)methyl]-2-ethyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate

Refernces

• 1、 AL-Azmi, Amal,George, Paulson,El-Dusouqui, Osman M.E.. "Novel 2H-1,2,3-Triazole sodium complex from N-[2-amino-1,2-dicyanovinyl]alkanamides". . p. 2183 - 2201. Retrieved 2008/09/17.
• 2、 Yanagisawa, Hiroaki,Amemiya, Yoshiya,Kanazaki, Takuro,Shimoji, Yasuo,Fujimoto, Koichi,Kitahara, Yoshiko,Sada, Toshio,Mizuno, Makoto,Ikeda, Masahiro,Miyamoto, Shuichi,Furukawa, Youji,Koike, Hiroyuki. "Nonpeptide angiotensin II receptor antagonists: Synthesis, biological activities, and structure - Activity relationships of imidazole-5-carboxylic acids bearing alkyl, alkenyl, and hydroxyalkyl substituents at the 4-position and their related compounds". . p. 323 - 338. Retrieved 2007/10/03.