Multicomponent reaction for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones using isatoic anhydride, aldehydes and NH4OAc under Solvent-free conditions
نویسنده
چکیده مقاله:
Quinazolinone derivatives are nowadays well recognized as valuable scaffold in drug discovery. In this manuscript an improved multicomponent process for the chemical synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives is described. Isatoic anhydride and aromatic aldehydes with ammonium acetate have been subjected to a three-component reaction under solvent-free conditions and catalysis of SnCl2 dihydrate at 110 °C. All of the products are known and were characterized using melting point, 1HNMR and infrared spectra (FT-IR), and were compared with trusty references. The present methodology offers several advantages, such as cost efficiency, easy experimental workup procedure, mild reaction conditions, short reaction time, good to high yields and synthesis of wide range of products. Keywords: Isatoic anhydride; 2,3-dihydroquinazolin-4(1H)-one; SnCl2.2H2O; Solvent-free conditions.
منابع مشابه
Tannic acid: A Green Catalyst for the Eco-friendly Synthesis of 2,3-dihydroquinazolin-4(1H)-ones under Solvent Free Conditions
A new, facile, cost effective, and eco-friendly protocol is reported for the synthesis of 2,3-dihydroquinazoline-4-(1H)-ones exploring tannic acid as a novel, inexpensive, andbiodegradable catalyst. A variety of dihydroquinazolins were prepared from aromatic aldehydesand anthranilamide using catalytic amount of tannic acid under solvent free conditions.Operational simplicity, high yield, and hi...
متن کاملCellulose sulfuric acid catalyzed multicomponent reaction for efficient synthesis of pyrimido and pyrazolo[4,5-b]quinolines under solvent-free conditions
Cellulose sulfuric acid was used as an efficient biopolymer-based catalyst for the synthesis of tetrahydropyrimido[4,5-b]quinoline-2,4,6-triones and hexahydro-2H-pyrazolo[5,4-b]quinoline-6-ones via three component reaction of aldehyde, 5,5-dimethyl-1,3-cyclohexadione and 6-amino-1,3-dimethyluracil or 5-amino-3-methyl-1-phenypyrazole under solvent-free conditions at 90 oC. The major advantages o...
متن کاملCellulose sulfuric acid catalyzed multicomponent reaction for efficient synthesis of pyrimido and pyrazolo[4,5-b]quinolines under solvent-free conditions
Cellulose sulfuric acid was used as an efficient biopolymer-based catalyst for the synthesis of tetrahydropyrimido[4,5-b]quinoline-2,4,6-triones and hexahydro-2H-pyrazolo[5,4-b]quinoline-6-ones via three component reaction of aldehyde, 5,5-dimethyl-1,3-cyclohexadione and 6-amino-1,3-dimethyluracil or 5-amino-3-methyl-1-phenypyrazole under solvent-free conditions at 90 oC. The major advantages o...
متن کاملSulfonated Porous Carbon (SPC): An efficient and recyclable solid acid catalyst for one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones under solvent-free conditions
A simple and efficient procedure has been developed for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones derivatives under solvent-free conditions. This method uses the condensation of isatoic anhydride, aldehydes, and amines in the presence of a catalytic amount Sulfonated Porous Carbon (SPC). One of the important advantages of the new method is that the SPC could be recycled and reused.
متن کاملSulfonated Porous Carbon (SPC): An efficient and recyclable solid acid catalyst for one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones under solvent-free conditions
A simple and efficient procedure has been developed for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones derivatives under solvent-free conditions. This method uses the condensation of isatoic anhydride, aldehydes, and amines in the presence of a catalytic amount Sulfonated Porous Carbon (SPC). One of the important advantages of the new method is that the SPC could be recycled and reused.
متن کاملHighly efficient multicomponent Biginelli’s synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by Al-MCM-41 under solvent-free conditions
In this study, an efficient and green process for the synthesis of dihydropyrimidin-2(1H)-ones from aromatic benzaldehydes, ethyl acetoacetate and urea using Al-MCM-41 as heterogeneous catalyst and microreactor under solvent-free conditions has been developed. The advantages of this method are easy work-up procedure, regeneration of the catalyst, clean and neutral reaction conditions.
متن کاملمنابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ذخیره در منابع من قبلا به منابع من ذحیره شده{@ msg_add @}
عنوان ژورنال
دوره 7 شماره Issue 3, pp. 242-351.
صفحات 248- 256
تاریخ انتشار 2019-07-01
با دنبال کردن یک ژورنال هنگامی که شماره جدید این ژورنال منتشر می شود به شما از طریق ایمیل اطلاع داده می شود.
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023