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Novel synthesis of 2H-3,1-benzoxazine derivatives

✍ Scribed by Jia-Rong Li; Shu-Ling Ma; Yong-Jiang Sun; Xiao-Jie Wei; Zhi-Ming Zhou

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 528 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430332

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✦ Synopsis

Abstract

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On heating of the 2‐amino‐5‐nitrobenzonitrile 1 with cyclohexanone 2a in the presence of catalyst, the novel compound 6‐nitrospiro[3,1‐benzoxazine‐2,1′‐cyclohexan]‐4(1__H__)‐imine 5a was formed. Also, reaction of 1 with cyclopentanone 2b or cycloheptanone 2c afforded 5b or 5c respectively. All new compounds were identified by ^1^H NMR, ^13^C NMR, IR, MS spectra and elemental analysis. The crystal structure of product 5a was determined by crystal X‐ray diffraction. And the mechanism for these reactions is proposed.

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