Convergent One‐Pot Synthesis of 3‐Substituted Quinazolin‐4(3H)‐ones under Solvent‐Free Conditions

Abstract A convenient method for the synthesis of 3‐substituted quinazolin‐4(3H)‐ones using the convergent reactions of formic acid, a primary amine, and isatoic anhydride under solvent‐free conditions and with brief microwave irradiation is described.

[1]  Ruby Singh,et al.  Green chemical multi-component one-pot synthesis of fluorinated 2,3-disubstituted quinazolin-4(3H)-ones under solvent-free conditions and their anti-fungal activity , 2004 .

[2]  K. Rad‐Moghadam,et al.  An Expeditious and Solvent‐Free Route to the Synthesis of 2‐Substituted Quinazolin‐4(3H)‐ones under Microwave Conditions. , 2004 .

[3]  T. Besson,et al.  Microwave-Assisted Niementowski Reaction. Back to the Roots. , 2002 .

[4]  J. Tierney,et al.  Microwave assisted organic synthesis-a review , 2001 .

[5]  A. Loupy,et al.  A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations , 2001 .

[6]  M. Martínez,et al.  Microwave enhanced synthesis of 4-aminoquinazolines , 2000 .

[7]  K. Rad‐Moghadam,et al.  One-pot Synthesis of Substituted Quinazolin-4(3H)-ones under Microwave Irradiation , 1998 .

[8]  G. Aherne,et al.  Cellular pharmacology and in vivo activity of a new anticancer agent, ZD9331: a water-soluble, nonpolyglutamatable, quinazoline-based inhibitor of thymidylate synthase. , 1997, Clinical cancer research : an official journal of the American Association for Cancer Research.

[9]  Alan R. Katritzky,et al.  Comprehensive Heterocyclic Chemistry IV , 1996 .

[10]  A. Boddy,et al.  Clinical pharmacokinetic and pharmacodynamic studies with the nonclassical antifolate thymidylate synthase inhibitor 3, 4-dihydro-2-amino-6-methyl-4-oxo-5-(4-pyridylthio)-quinazolone dihydrochloride (AG337) given by 24-hour continuous intravenous infusion. , 1995, Clinical cancer research : an official journal of the American Association for Cancer Research.

[11]  R. K. Robins,et al.  Reaction of 5-Aminopyrazole Derivatives with Ethoxymethylenemalononitrile and Its Analogues. , 1995 .

[12]  A. Saxena,et al.  Synthesis and QSAR in 2,3,6,8‐Substituted 1,3‐Quinazolin‐4(4H)‐ones as Potential Anthelmintics. , 1991 .

[13]  H. Hara,et al.  Novel 4-phenoxy-2-(1-piperazinyl)quinazolines as potent anticonvulsive and antihypoxic agents. , 1990, Chemical & pharmaceutical bulletin.

[14]  P. Reddy,et al.  Reaction of 2-Aminobenzoylhydrazines with Carboxylic Acids: Formation of Quinazolin-4(3H)-one, 1,3,4-Oxadiazole and 1,3,4-Benzotriazepin-5-one Derivatives. , 1988 .

[15]  N. Leonard,et al.  SYNTHESIS OF LIN-BENZOALLOPURINOL , 1979 .

[16]  K. Takagi,et al.  Reaction of ο-Aminobenzamide Derivatives with Ethoxymethylenemalononitrile and Its Analogue , 1976 .

[17]  Ramesh Chandra Arora,et al.  Role of alkyl substitution in 2,3-disubstituted and 3-substituted 4-quinazolones on the inhibition of pyruvic acid oxidation. , 1969, Journal of medicinal chemistry.

[18]  E. Wagner,et al.  ISATOIC ANHYDRIDE. I. REACTIONS WITH PRIMARY AND SECONDARY AMINES AND WITH SOME AMIDES1 , 1944 .