133123-67-8

Basic information

• Product Name: 1H-Imidazole-4,5-dicarbonitrile, 1-ethyl-
• Synonyms: 1H-Imidazole-4,5-dicarbonitrile, 1-ethyl-;1-Ethyl-1H-imidazole-4,5-dicarbonitrile
• CAS NO: 133123-67-8
• Molecular Formula: C7H6N4
• Molecular Weight: 146.14934
• EINECS: -0
• Mol File: 133123-67-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-Imidazole-4,5-dicarbonitrile, 1-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4,5-dicarbonitrile, 1-ethyl-(133123-67-8)
• EPA Substance Registry System: 1H-Imidazole-4,5-dicarbonitrile, 1-ethyl-(133123-67-8)

Safety Data

• Hazardous Substances Data: 133123-67-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazole-4,5-dicarbonitrile, 1-ethylis used as an intermediate in the synthesis of various pharmaceuticals for its versatile reactivity and ability to undergo chemical transformations, contributing to the development of new drugs.
Used in Agrochemical Industry:
1H-Imidazole-4,5-dicarbonitrile, 1-ethylis used as a building block in the synthesis of agrochemicals, enabling the creation of novel compounds with potential applications in agriculture.
Used in Organic Synthesis:
1H-Imidazole-4,5-dicarbonitrile, 1-ethylis used as a valuable intermediate in organic synthesis due to its unique structural features and ability to participate in various chemical reactions, facilitating the synthesis of complex organic compounds.
Used in Medicinal Chemistry:
1H-Imidazole-4,5-dicarbonitrile, 1-ethylis used as a component in the development of new medicinal compounds, leveraging its structural properties to enhance drug discovery and design.
Used in Materials Science:
1H-Imidazole-4,5-dicarbonitrile, 1-ethylis used in the exploration of new materials, potentially contributing to advancements in areas such as polymers, coatings, or other material innovations.

Upstream product

• 1122-28-7 4,5-dicyano-1H-imidazole 
• 78-09-1 orthocarbonic acid tetraethyl ester 
• 78-39-7 Triethyl orthoacetate 
• 122-51-0 orthoformic acid triethyl ester 
• 1187-42-4 diaminomaleonitrile 
• 358657-89-3 Ethyl (Z)-N-(2-amino-1,2-dicyanovinyl)formimidate 

Relevant articles and documents

Strategies toward the design of energetic ionic liquids: Nitro- and nitrile-substituted N,N′-dialkylimidazolium salts

Twelve novel 1,3-dialkylimidazolium salts containing strongly electron-withdrawing nitro- and cyano-functionalities directly appended to the cationic heterocyclic rings have been synthesized; the influences of the substituents on both formation and thermal properties of the resultant ionic liquids have been determined by DSC, TGA, and single crystal X-ray diffraction, showing that an electron-withdrawing nitro-substituent can be successfully appended and has a similar influence on the melting behaviour as that of corresponding methyl group substitution. Synthesis of di-, or trinitro-substituted 1,3-dialkylimidazolium cations was unsuccessful due to the resistance of dinitro-substituted imidazoles to undergo either N-alkylation or protonation, while 1-alkyl-4,5-dicyanoimidazoles were successfully alkylated to obtain 1,3-dialkyl-4,5-dicyanoimidazolium salts. Five crystal structures (one of each cation type) show that, in the solid state, the NO2-group has little significant effect, beyond the steric contribution, on the crystal packing. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.

1-Alkylation of 4,5-dicyanoimidazole by ortho esters

Reexamination of the reaction of ortho esters with diaminomaleonitrile (1) or 4,5-dicyanoimidazole (3a) revealed that 1-alkyl-4,5-dicyanoimidazoles 4a-f can be obtained in high yield in a one-pot procedure without any additional reagent. This simple procedure is economically competitive with other known methods. Several products previously reported for similar reactions have been shown to be the imidates of diaminomaleonitrile, 2b and 7.