Synthesis of quinazolinophanes containing bridgehead nitrogen atoms from quinazoline-2,4(1H, 3H)-dione

✍ Scribed by R. L. Sharam; Jasbir Singh; Surinder Kumar; Daljeet Kour; Anand Sachar; Shallu; Poonam; Bhawana

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2007
• Tongue: English
• Weight: 251 KB
• Volume: 44
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570440640

✦ Synopsis

Abstract

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Quinazoline‐2,4(1__H__,3__H__)‐dione (1) reacts with α,ω‐dihaloalkanes to generate three types of quinazolinophanes. When the number of carbon atoms in the dihaloalkanes is 9, a mixture of all the three types of quinazolinophanes (2), (3) and (4) was produced; and when the number of carbon atoms in the dihaloalkane used is from 4 to 7, a mixture of only two types of quinazolinophanes (2) and (3) were produced. When the number of carbon atoms of the dihaloalkane used is odd (5, 7 and 9), the different structural types of quinazolinophanes produced were easily identifiable and distinguishable on the basis of ^13^C NMR and mass spectral data.