38527-51-4Relevant academic research and scientific papers
4H-Benzo[d][1,3]oxazin-4-ones and Dihydro analogs from substituted anthranilic acids and orthoesters
Annor-Gyamfi, Joel K.,Bunce, Richard A.
, (2019/10/11)
A one-pot route to 2-alkyl and 2-aryl-4H-benzo[d][1,3]oxazin-4-ones (also known as 4H-3,1-benzoxazin-4-ones) has been developed and studied. The method involves the reaction of aryl-substitutedanthranilic acidswithorthoesters inethanol catalyzedby acetic acid. Additionally,wehave also investigated the reaction under microwave conditions. Not all of the substrates were successful in yielding the target heterocycles as some of the reactions failed to undergo the final elimination. This process led to the isolation of (±)-2-alkyl/aryl-2-ethoxy-1,2-dihydro-4H-benzo[d][1,3]oxazin-4-ones. The formation of the dihydro analogs correlated with the electron density on the aromatic ring: Electron-donating groups favored the 4H- benzo[d][1,3]oxazin-4-ones, while electron-withdrawing groups tended to favor the dihydro product. Substituting a pyridine ring for the benzene ring in the substrate acid suppressed the reaction.
Synthesis and characterization of quinazoline derivatives: Search for hybrid molecule as diuretic and antihypertensive agents
Rahman, Mujeeb Ur,Rathore, Ankita,Siddiqui, Anees A.,Parveen, Gazala,Yar, M. Shahar
, p. 733 - 743 (2014/12/11)
To explore the pharmacological and structure-activity relationship of a series of N-substituted-(4-oxo-2-substituted-phenylquinazolin-3-(4H)-yl), substituted benzene sulfonamide derivatives (1-25) were synthesized from substituted anthranilic acids derive
Synthesis of quinoline-based thieno-seleno-phenylquinazolinones
Prakash Naik,Bhojya Naik,Ravikumar Naik,Raghavendra,Aravinda,Lamani
scheme or table, p. 460 - 470 (2009/11/30)
The synthesis of quinoline-substituted phenylquinazolinones containing sulfur and selenium is described. These molecules were isolated from a series of reactions of 2-phenyl-4H-3,1-benzoxazin-4-one with 2-chloro, 2-thieno, and 2-selenoquinoline-3-carbalde
A new, general approach for the synthesis of heteroannulated 3,1-oxazin-4-ones
Wamhoff,Herrmann,Stolben,Nieger
, p. 581 - 594 (2007/10/02)
β-(N-Triphenylphosphoranyliden)-enamino esters afford the synthetically useful heteroannulated 3,1-oxazin-4-ones with aroyl chlorides in different solvents. The reaction proceeds in one step and in high yields and appears to be independent of the reactivity of the heterocyclic substrate.
