Catalyst-free synthesis of 2-aryl-1,2-dihydro-quinazolin-4(1H)-thiones from 2-aminobenzothio-amides and aldehydes in water.
نویسندگان
چکیده
2-Dihydroquinazolin-4(1H)-thiones were prepared in up to excellent yields from 2-aminobenzothioamides and aldehydes. The reaction is carried out in water without the use of any catalyst or promoter. The sulfur-containing substrate can be obtained easily by thiation of the corresponding nitrile by solid sodium hydrosulfide.
منابع مشابه
Trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane/HOAc/KI system as a new and mild catalyst for efficient synthesis of 1H-benzimidazoles and 1H-benzothiazoles in water
An efficient method has been developed for the catalysis of condensation of 1,2-phenylenediamines and 2-aminothiophenoles with different aldehydes into their corresponding 2-aryl-1H-benzimidazoles and 2-aryl-1H-benzothiazoles under mild condition. In this method, trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane (DHPDMDO)/HOAc/KI system was used as a novel and effective oxidant in water at roo...
متن کاملTrans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane/HOAc/KI system as a new and mild catalyst for efficient synthesis of 1H-benzimidazoles and 1H-benzothiazoles in water
An efficient method has been developed for the catalysis of condensation of 1,2-phenylenediamines and 2-aminothiophenoles with different aldehydes into their corresponding 2-aryl-1H-benzimidazoles and 2-aryl-1H-benzothiazoles under mild condition. In this method, trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane (DHPDMDO)/HOAc/KI system was used as a novel and effective oxidant in water at roo...
متن کاملN1,N1,N2,N2-Tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride as a highly efficient catalyst for synthesis of some nitrogen- and oxygen-containing heterocyclic compounds
In this research, a Brønsted acidic ionic liquid namely N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride {[TMBSED][Cl]2} was employed as a highly efficient catalyst for the solvent-free production of some nitrogen- and oxygen-containing heterocyclic compounds including: (i) polyhydroquinolines (from arylaldehydes, dimedone, β-ketoesters and ammonium acetate), (ii) 3,4-dihyd...
متن کاملSolvent-free Biginelli Reaction Catalyzed to Synthesis of Biologically Active 3,4-dihydropyrimidin-2-(1H) –ones/thiones Derivatives
A convenient and highly efficient procedure for the synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives via one-pot three-component Biginelli condensation of arylaldehydes,urea/thiourea and ethyl/methyl acetoacetate in the presence of Zn(SO4)2.7H2Oas anefficient, readily and inexpensive catalyst under solvent-free conditions have been studied. Thisprotocol ha...
متن کاملSynthesis of 3,4-Dihydropyrimidin-2(1H)-Ones and Their Corresponding 2(1H)Thiones Using Trichloroacetic Acid as a Catalyst under Solvent-Free Conditions
Trichloroacetic acid was found to be a convenient catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones and their corresponding 2(1H)-thiones through a one-pot three-component reaction of aldehydes, alkyl acetoacetate, and urea or thiourea at 70°C under solvent-free conditions.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 13 4 شماره
صفحات -
تاریخ انتشار 2015