Szabó M, Kökösi A, Kovács A, Orfi L
Semmelweis Orvostudományi Egyetem, Gyógyszerészi Kémiai Intézet, Budapest.
Acta Pharm Hung. 1995 Sep;65(5):175-81.
An alternative route has been developed for the synthesis of [1,4]diazepino[3,4-b]quinazolones (2), a new ring system of heterocondensed quinazolones. 2,3-Bifunctional quinazolones (4) were synthesized by halogenation of 2-alkyl-quinazolone-3-propionic acids, yield from the reaction of 2-alkyl-benzoxazone (3) with beta-alanine. The reaction of haloalkyl compounds (5,6) with N-nucleophiles produces [1,4]oxazepino-[3,4-b]quinazolones (8), a new heterocyclic ring system, and 3-[2'-hydroxi-ethyl-, or 3-[2'-chloro-ethyl-4' oxo(3'H)-quinazoline-3'-yl]propionamides (7, 9) in consecutive reaction. The cyclisation of 2-aminoalkyl-3-propionates (13) resulted in the title compounds (14). Physical data and properties of the newly synthesized compounds such as IR, UV and NMR spectra were obtained for all compounds reported.
已经开发出一种用于合成[1,4]二氮杂环庚三烯并[3,4 - b]喹唑啉酮（2）的替代路线，[1,4]二氮杂环庚三烯并[3,4 - b]喹唑啉酮是一种新型的稠合喹唑啉酮环系。通过2 - 烷基喹唑啉 - 3 - 丙酸的卤化反应合成了2,3 - 双官能团喹唑啉酮（4），其由2 - 烷基 - 苯并恶唑（3）与β - 丙氨酸反应制得。卤代烷基化合物（5,6）与N - 亲核试剂反应会连续生成一种新型杂环环系[1,4]恶唑并[3,4 - b]喹唑啉酮（8）以及3 - [2'-羟基 - 乙基 - ，或3 - [2'-氯 - 乙基 - 4' - 氧代（3'H） - 喹唑啉 - 3'-基]丙酰胺（7,9）。2 - 氨基烷基 - 3 - 丙酸酯（13）的环化反应生成了目标化合物（14）。对于所报道的所有化合物，均获得了其红外光谱、紫外光谱和核磁共振光谱等新合成化合物的物理数据及性质。
