193893-28-6

Basic information

• Product Name: 2-[1-(1H-indol-3-yl)ethylidene]malononitrile
• Synonyms: 2-[1-(1H-indol-3-yl)ethylidene]malononitrile
• CAS NO: 193893-28-6
• Molecular Formula: C13H9N3
• Molecular Weight: 207.23066
• Mol File: 193893-28-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[1-(1H-indol-3-yl)ethylidene]malononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[1-(1H-indol-3-yl)ethylidene]malononitrile(193893-28-6)
• EPA Substance Registry System: 2-[1-(1H-indol-3-yl)ethylidene]malononitrile(193893-28-6)

Safety Data

• Hazardous Substances Data: 193893-28-6(Hazardous Substances Data)

Upstream product

• 703-80-0 3-acetylindole 
• 109-77-3 malononitrile 

Relevant articles and documents

Some New 2-Amino-4-(N-substituted-1H- indol - 3-yl) thiophene-3- carbonitriles and their Antimicrobial Properties

A NOVEL series of 2-amino-4-(N-substituted-1H-indol-3-yl) thiophene-3-carbonitriles (3a-f) were prepared via reaction of 2-(1-(N-substituted -1H-indol-3-yl) ethylidene) malononitriles (2a-f) with sulfur (Gewald reaction). Reaction of 3a-f with formic acid, formamide or malononitrile led to the formation of fused thieno [2,3-d] pyrimidin-4(3H)-ones (6a-f) thieno[2,3-d] pyrimidin-4-amines (7a-f) and thieno[2,3-d] pyridine-3-carbonitriles (8a-f), respectively. On the other hand, a series of 2-(2-(4-nitrophenyl)-4-oxothiazolidin-3-yl)-4-(N-substituted-1H-indol-3-yl) thiophene-3-carbonitriles (10a-f) and N-3- [3-cyano-4-(N-substituted-1H-indol-3- yl)- (2-thienyl) -4-oxo-2- imino thiazolidinylidenes (12a-f), were prepared via reaction of Schiff bases 9a-f with thioglycollic acid or reaction of chloroacetamids 11a-f with potassium thiocyanate, respectively. Moreover, reaction of 3a-f with ethylenediamine yielded 3-(4,5-dihydro-1H-imidazol-2-yl)- 4-(N-substituted-1H-indol-3yl) thiophen-2-amines (13a-f). The antimicrobial activity of the newly synthesized compounds revealed that, 2-(2-(naphthalene-1- yl)diazenyl)-4-(N-substituted-1H-indol-3-yl)thiophene-3-carbonitriles (4a-f) showed potent inhibition of 25-33 and 18-26mm at a dose of 20 and 10 μg per disc, respectively towards Aspergillus fumigatus compared to reference drug cycloheximide.

Synthesis of Cyanosubstituted Di- and Tetrahydropyridines in DIMCARB (Dimethylamine-CO2-Adduct)

A new selective method for base-catalyzed ring closure reaction of acetophenones (1a-1) with malononitrile in DIMCARB (dimethylamine-CO2-addition-compound) as solvent of high dimethy lamine concentration is reported, which allows effective syntheses of (1.2-dihydro-4-pyrid-6-yl)dicyanomethanides and 5-cyano-6-dicyanomethylene-1,2,3,6-tetrahydropyridines in good yields. The structure of the two new classes of compounds is proved by X-ray diffraction analysis.