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One-pot Syntheses of Fused Quinazolines by Reaction of N-(2-Cyanophenyl)chloromethanimidoyl Chloride. I. A New Synthesis of 1,3-Oxazolo- and 1,3-Oxazino[2,3-b]quinazolines
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Year of publication | 2000 |
Type | Article in Periodical |
Magazine / Source | Molecules |
MU Faculty or unit | |
Citation | |
Field | Organic chemistry |
Description | 12H-Benzo[1,3]oxazolo[2,3-b]quinazolin-12-imine, 9-chloro-12H-benzo[ 1,3]oxazolo[2,3-b]quinazolin-12-imine, 2,3-dihydro-5H-[1,3]oxazolo[2,3- b]quinazolin-5-imine, 2,3-dihydro-3,3-dimethyl-5H-[1,3]oxazolo[2,3-b]quinazolin-5-imine and 3,4-dihydro-2H,6H-[1,3]oxazino[2,3-b]quinazolin-6-imine were synthesized in a one-pot reaction of N-(2-cyanophenyl)chloromethanimidoyl chloride with 2-aminophenols, 2-aminoethanol, and 3-aminopropanol in the presence of a base. The course of the reaction was controlled by the temperature and the amount of base used. N-(2- Cyanophenyl)-(2-hydroxyanilino)methanimidoyl chloride, 2-chloro-3-(2-hydroxy-phenyl)-3,4-dihydroquinazolin-4-imine and 6-imino-2H, 3H, 4H, 6H, 11H-1,3-oxazino[2,3-b]-5-quinazolinium chloride were identified as intermediates of the one-pot process. |
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