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Facile Non‐Transition Metal‐Catalyzed Synthesis of 2‐Thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one Derivatives via One‐Pot Multicomponent Reactions
Author(s) -
Bahadorikhalili Saeed,
Rahimzadeh Golnaz,
Kianmehr Ebrahim,
Ansari Samira,
Hamedifar Haleh,
Mahdavi Mohammad
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802861
Subject(s) - chloroform , catalysis , chemistry , base (topology) , solvent , dichlorocarbene , organic chemistry , transition metal , sulfur , reaction conditions , combinatorial chemistry , mathematical analysis , mathematics
In this paper, a novel method is introduced for the synthesis of 3‐substituted 2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives. This methodology is based on the multicomponent one‐pot reaction of isatoic anhydride, amines, chloroform and sulfur in basic conditions. The products are obtained in highest efficiency when the reaction is performed in 1,4‐dioxane as the solvent in the presence of potassium tert ‐butoxide as the base. The reaction showes to be efficient and simple for the preparation of these compounds. In addition, this method is general and different aromatic or aliphatic amines are used and the desired products are isolated in high yields. A possible mechanism for the reaction is proposed, which consisted the dichlorocarbene formation under the basic conditions.