28175-87-3Relevant academic research and scientific papers
Reactions of Anthranilamide with Isocyanates: A New Facile Synthesis of 2,3-Dihydro-5H-oxazoloquinazolin-5-one and 3,4-dihydro-2H,6H-oxazinoquinazolin-6-one
Chern, Ji-Wang,Shish, Fang-Jy,Chang, Chau-Dung,Chan, Chao-Han,Liu, Kang-Chien
, p. 1103 - 1105 (2007/10/02)
2,3-Dihydro-5H-oxazoloquinazolin-5-one 5a was synthesized from anthranilamide 1 and 2-chloroethyl isocyanate either by a direct reflux in methanol, or by stirring at room temperature in acetonitrile leading to the intermediate, 2-(2-chloroethyl ureido)benzamide 6a which was subsequently cyclized on heating with an organic base.However, when compound 6a was refluxed with concentrated hydrochloric acid, it furnished 3-(2-chloroethyl)-2,4-dioxo-1H,3H-quinazoline 2a in a good yields. 3,4-Dihydro-2H,6H-oxazinoquinazolin-6-one 5b, 3-(3-chloropropyl)-2,4-dioxo-1H,3H-quinazoline 2b and 2-(3-chloropropyl ureido)benzamide 6b were obtained similarly from 1 and 3-chloropropyl isocyanate.
