Regioselective synthesis and biological evaluation of N-substituted 2-aminoquinazolin-4-ones was written by Liao, Zhen-Yuan;Yeh, Wen-Hsiung;Liao, Pen-Yuan;Liu, Yu-Ting;Chen, Ying-Cheng;Chen, Yi-Hung;Hsieh, Tsung-Han;Lin, Chia-Chi;Lu, Ming-Hsuan;Chen, Yi-Song;Hsu, Ming-Chih;Li, Tsai-Kun;Chien, Tun-Cheng. And the article was included in Organic & Biomolecular Chemistry in 2018.Related Products of 628-13-7 This article mentions the following:
The reaction of Me anthranilates 2-NH2-R1-C6H3C(O)OCH3 (R1 = 5-Cl, 4,5-(OCH3)2, 5-OCH3, 5-Br) with N-arylcyanamides R2NHCN (R2 = C6H5, 4-H3CC6H4, (CH2)2CH3, etc.) in the presence of p-TsOH in t-BuOH under reflux afforded predominantly 3-arylquinazolin-4-ones I (R3 = H, 6-Cl, 6,7-(OCH3)2, 6-OCH3, 6-Br). In contrast, the reaction of the same reactants with TMSCl in t-BuOH at 60 °C followed by the Dimroth rearrangement in aqueous ethanolic sodium hydroxide gave exclusively the regioisomers, 2-(N-arylamino)quinazolin-4-ones II. The regioselective synthesis of N-aryl-substituted 2-aminoquinazolin-4-ones I (R2 = 2-bromophenyl, 2-bromo-4-methylphenyl, 2-bromo-4-fluorophenyl), II can be further applied to the synthesis of benzimidazo[2,1-b]quinazolin-12-ones III (R4 = H, CH3, F) and IV. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Related Products of 628-13-7).
Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Related Products of 628-13-7