Tarawneh, Amer H. published the artcileA new and convenient synthetic method for 4-aminoquinoline-3-carbonitrile and its derivatives, Synthetic Route of 1885-29-6, the main research area is aminoquinoline carbonitrile preparation; cyanoethylamino benzonitrile preparation chemoselective Thorpe Ziegler cyclization; anthranilonitrile bromopropanenitrile monoalkylation.
A convenient approach is described for the general synthesis of 4-aminoquinoline-3-carbonitrile I [R = H, 6-Me, 7-Me, 6-F] scaffolds. A series of substituted anthranilonitriles RC6H3(2-CN)NH2 [R = H, 4-Me, 5-Me, 5-F] bearing electron-donating and-withdrawing groups on the arene reacts with 3-bromopropanenitrile and t-BuOK in anhydrous DMF at ca. 24°C. A wide variety of bases have been used to optimize selective mono-N-alkylation. The best conditions lead to the corresponding 2-(cyanoethylamino)benzonitriles RC6H3(2-CN)NH(CH2)2CN in moderate or good yields. Thorpe-Ziegler cyclization of the N-unprotected 2-(cyanoethylamino)benzonitrile analogs with t-BuLi in THF at -78°C gives I in moderate yields. Owing to their vicinal amino and cyano functional groups that can function as enaminonitrile moieties, 4-aminoquinoline-3-carbonitriles I are attractive building blocks frequently used in ring construction.
Heterocycles published new progress about Alkylation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts