“…White crystals; m.p. 262–264°C (265–268°C). IR (KBr, ν , cm −1 ): 3268, 3071, 1664, 1623, 1596, 1532, 1481.…”
Section: Methodsmentioning
confidence: 99%
“…Extending the chemistry of quinazolinone and its derivatives and the use of copper as catalyst in the reactions have been a goal of our research group. Following our ongoing efforts for the synthesis of quinazolinone derivatives, herein we report a method for the synthesis of 3‐substituted 2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives based on a tandem reaction through the reaction of methyl 2‐bromobenzoate, phenylisothiocyanate and sodium azide in the presence of copper bromide and l ‐proline (Scheme ).…”
A novel methodology is presented for the synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives based on an efficient tandem multicomponent reaction using copper bromide as catalyst. This methodology is based on the multicomponent one-pot reaction of methyl 2-bromobenzoate, phenylisothiocyanate derivatives and sodium azide in the presence of copper bromide and L-proline under basic conditions. To show the generality of the method, various phenylisothiocyanates bearing electron-donating or electronwithdrawing functionalities were used and the desired products were obtained in high isolated yields.
“…White crystals; m.p. 262–264°C (265–268°C). IR (KBr, ν , cm −1 ): 3268, 3071, 1664, 1623, 1596, 1532, 1481.…”
Section: Methodsmentioning
confidence: 99%
“…Extending the chemistry of quinazolinone and its derivatives and the use of copper as catalyst in the reactions have been a goal of our research group. Following our ongoing efforts for the synthesis of quinazolinone derivatives, herein we report a method for the synthesis of 3‐substituted 2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives based on a tandem reaction through the reaction of methyl 2‐bromobenzoate, phenylisothiocyanate and sodium azide in the presence of copper bromide and l ‐proline (Scheme ).…”
A novel methodology is presented for the synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives based on an efficient tandem multicomponent reaction using copper bromide as catalyst. This methodology is based on the multicomponent one-pot reaction of methyl 2-bromobenzoate, phenylisothiocyanate derivatives and sodium azide in the presence of copper bromide and L-proline under basic conditions. To show the generality of the method, various phenylisothiocyanates bearing electron-donating or electronwithdrawing functionalities were used and the desired products were obtained in high isolated yields.
“…Following our ongoing efforts for the synthesis of quinazolinone derivatives, we hereby, report a method for the synthesis of 3‐alkyl/aryl‐2‐thioxo‐2,3‐dihydroquinazolin‐4(1 H )‐one derivatives . The products are obtained from the multicomponent reaction of isatoic anhydride, aniline and amine derivatives, chloroform and sulfur in the presence of potassium tert ‐butoxide (Scheme ).…”
In this paper, a novel method is introduced for the synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives. This methodology is based on the multicomponent onepot 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.[a] Dr.
“…One of the versatile methods for the preparation of quinazlinone derivatives is based on the isatoic anhydride as a useful starting material . At this juncture, we have successfully developed efficient procedures for the synthesis of a wide range of derivatives of quinazolinone and significant results encouraged us to continue our research into the new quinazolinones (Scheme ). Herein, based on the anticancer activity of quinazolines and our experience in this field , we synthesized novel 6‐mercapto‐12‐phenethyl‐quinazolino[3,4‐ a ]quinazolinone derivatives 9 .…”
Novel 6‐mercapto‐12‐phenethyl‐quinazolino[3,4‐a]quinazolinone derivatives were synthesized through a user‐friendly five‐step reaction starting from isatoic anhydride. All products were characterized by IR, 1H‐NMR, 13C‐NMR spectroscopy, and chemical analysis. All of them were evaluated for their in vitro cytotoxic activity against two cell lines namely MOLT‐4 (human lymphoblastic leukemia) and MCF‐7 (human breast adenocarcinoma).
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