87895-25-8

Upstream product

• 3759-28-2 (2-cyanophenyl)acetonitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 87895-15-6 α,o-dicyanostilbene 

Downstream Products

• 1426235-47-3 C₂₀H₁₄N₄O 
• 87895-27-0 4-cyano-3-(4-methoxyphenyl)isoquinolin-1(2H)-one 
• 87895-26-9 4-cyano-1-methoxy-3-(4-methoxyphenyl)isoquinoline 

Relevant academic research and scientific papers

Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives

The reaction of 2-(cyanomethyl)benzonitrile (1) with different diazonium salts gave the corresponding aryldiazenyl derivatives 2a-e which reacted with sodium hydroxide and ethyl chloroacetate and hydroxylamine hydrochloride to afford the corresponding acetamides 4a-e, pyrazoloisoquinolines 6a-e and triazoloisoquinoline derivatives 8a-e, respectively. Moreover, the reaction of 1 with arylidene malononitriles 9a-c afforded dihydronaphthalenes 11a, b and naphthalene derivative 12, respectively. The newly synthesized compounds were characterized by analytical and spectral data. The investigated compounds were screened for their antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and antifungal activity. Among the synthesized compounds, (E)-2-(cyano((4-nitrophenyl)diazenyl)methyl)benzonitrile (2e) exhibited a significant activity toward both Gram-positive, Gram-negative bacteria and exhibit the most potent in vitro antifungal with MIC's (6.25 μg/mL) against Botrytis fabae.

Heterocyclic Imines and Amines. Part 19. Isoquinoline and Other Products from α,o-Dicyanostilbene and Basic Reagents

α,o-Dicyanostilbene (1) was cleaved by hydrazine or hydroxylamine under mildly acid conditions to o-cyanobenzyl cyanide (2) and benzaldehyde, isolated as derivatives.Sodamide with compound (1) gave 1-amino-4-cyano-3-phenylisoquinoline: alkoxides similarly gave the 1-alkoxy compounds, the presumed intermediate 3,4-dihydroisoquinoline from the methoxide reaction being isolated and separately dehydrogenated.Acid hydrolysis of the 1-ethoxy compound gave the known 4-cyano-3-phenylisoquinolin-1(2H)-one.With the anion of o-cyanobenzyl cyanide, compound (1) gave a 1-amino-4-cyano-3-(2-substituted phenyl)isoquinoline, which was oxidised to 1-amino-4-cyano-3-(2-carboxyphenyl)isoquinoline.The latter lost water at 210 deg C to give yellow 12-cyano-5-iminoisoindoloisoquinolin-7(5H)-one, closely related to known compounds.