Moriya, Tamon et al. published their research in Chemical & Pharmaceutical Bulletin in 1980 |CAS: 75629-62-8

The Article related to indolecarboxaldehyde enamine preparation reaction, aminomethyleneindole preparation substitution, indolium salt aminomethylene, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application of 75629-62-8

On June 30, 1980, Moriya, Tamon; Hagio, Katsuaki; Yoneda, Naoto published an article.Application of 75629-62-8 The title of the article was Preparation and reactions of 3-(aminomethylene)-3H-indoles. And the article contained the following:

3-(Aminomethylene)-3H-indoles I (R = H, 5-OMe, 6-Me, 6-Cl; NR1R2 = pyrrolidino, piperidino, morpholino, NEt2, NBu2, NMe2) were prepared by the condensation of 3-indolecarboxaldehydes with secondary amines. Some were obtained as stable colorless prisms, while 3-(piperidinomethylene)-3H-indole and 3-(morpholinomethylene)-3H-indole readily polymerized in refluxing benzene. Reaction of I with electrophiles, such as alkyl and acyl halides, gave 1-substituted 3-aminomethylene-3H-indolium salts, which were converted to the corresponding 1-substituted 3-indolecarboxaldehydes by hydrolysis. Reaction of I with active methylene compounds proceeded under mild conditions to afford the condensation products in good yields. Successive reaction of I with electrophiles and nucleophiles provided a convenient route to 1,3-disubstituted indole derivatives The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Application of 75629-62-8

The Article related to indolecarboxaldehyde enamine preparation reaction, aminomethyleneindole preparation substitution, indolium salt aminomethylene, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application of 75629-62-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts