3977-31-9

Upstream product

• 85660-18-0 3,4,6,7-tetrahydro-4-phenylbenzoquinazolin-2(1H)-thione 
• 100-52-7 benzaldehyde 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 57-13-6 urea 
• 6261-32-1 2-benzylidene-1-tetralone 

Downstream Products

• 5154-63-2 4-phenyl-1H-benzo[h]quinazolin-2-one 

Relevant academic research and scientific papers

Synthesis method of 2-chloro-4-phenylbenzoquinazoline

The invention discloses a synthesis method of 2-chloro-4-phenylbenzoquinazoline, and belongs to the field of organic chemical synthesis. In the synthesis method, 1-tetralone, benzaldehyde and urea areused as raw materials, and thereby the 2-chloro-4-phenylbenzoquinazoline is obtained through three steps of reaction of bigeminy reaction ring closing, oxidation and chlorination. The method has theadvantages of low requirements on equipment and reaction conditions, accessible raw materials, low cost and short process period, and can greatly enhance the synthesis efficiency and economic benefit.

FeCl3·6H2O/TMSBr-catalyzed rapid synthesis of dihydropyrimidinones and dihydropyrimidinethiones under microwave irradiation

An efficient and practical protocol has been developed to synthesize dihydropyrimidinones and dihydropyrimidinethiones through FeCl3 6H2O TMSBr-catalyzed three-component cyclocondensation under microwave irradiation. This approach features high yields, broad substrate scope, short reaction time, mild reaction conditions, operational simplicity and easy work-up, thus affording a versatile method for the synthesis of dihydropyrimidinones and dihydropyrimidinethiones.

Preparation system and preparation method of benzo quinazolinone derivative

The invention discloses a preparation system and preparation method of a benzo quinazolinone derivative and belongs to the technical field of organic synthesis. The preparation system of the benzo quinazolinone derivative comprises a reactor, an ultrasonic-assisted reaction device, an ice-water bath cooling device, a suction filtration device, a washing device and a vacuum drying device, wherein the ultrasonic-assisted reaction device, the ice-water bath cooling device, the suction filtration device, the washing device and the vacuum drying device are sequentially arranged. Aromatic aldehyde, alpha-tetralone and urea or thiourea are taken as reaction raw materials and are catalyzed under the catalytic action of an acidic ionic liquid catalyst and under the ultrasonic-assisted action to prepare the benzo quinazolinone derivative. By adopting the technical scheme, the catalyst is relatively small in dosage and loss, and can be recycled for multiple times, the preparation system is high in raw material utilization rate and short in reaction time and a product is simple and convenient to purify.

PEG-SANM nanocomposite: A new catalytic application towards clean and highly efficient Biginelli-like reaction under solvent-free conditions

A series of pyrimidinone derivatives were efficiently synthesized using PEG-SANM nanocomposite as the solid acid nanocatalyst under mild and solvent-free conditions. The generality of the process was successfully demonstrated by variation of the starting

Catalytic application of task specific ionic liquid on the synthesis of benzoquinazolinone derivatives by a multicomponent reaction

Benzoquinazolin-2-one derivatives were synthesized by using a catalytic amount of task specific ionic liquid, [1-methyl-3-(4-sulfobutyl)imidazolium-4- methylbenzenesulfonate] through a one-pot multicomponent Biginelli reaction of α-tetralone, aldehyde, and urea/thiourea in excellent yields within a short reaction time. Mechanism studies suggest that the reaction proceeds through iminium intermediate and C2-H of the TSIL plays a major role on its catalytic activity. The catalyst has been reused four times without any significant loss in catalytic activity. Large scale reaction by using this TSIL suggests the applicability of this methodology for bulk synthesis of quinazolinone derivatives.

A novel and efficient one-pot method to Biginelli-like scaffolds

A novel and efficient one-pot method for the preparation of fused ring 3,4-dihydropyrimidin-2(1H)-ones and thiones from cyclocondensation of aldehydes, cyclic ketones and urea or thiourea using a catalytic amount of cupric chloride under mild conditions reaction is described. This new method has the advantage to give high yields, to be completed in short reaction times and simple product isolation procedure.

Cheap and efficient protocol for the synthesis of tetrahydroquinazolinone, dihydropyrimidinone, and pyrimidinone derivatives

The article reports a practical, simple, and inexpensive procedure for the synthesis of tetrahydroquinazolinone and dihydropyrimidinone derivatives from aldehydes, cyclic ketones, and urea using a catalytic amount of ammonium chloride or lithium perchlorate. The protocol provides good yields and simple workup procedure for the products. By this method, we have prepared and characterized the 4-aryl-3,4,5,6-tetrahydrobenzo[h]quinazolin-2(1H)-one (3a, c, d, f, g, j, k), 4-aryl-3,4-dihydro-1H-indeno[1,2-d]pyrimidin-2(5H)-one (3b, e, h, i), 4-aryl-5,6-dihydrobenzo[h]quinazolin-2(3H)-one (3j', k', l'), and 4-aryl-3,5-dihydro-2H-indeno[1,2-d]pyrimidin-2-one (3i', m', n', o', p') derivatives. Furthermore, we have synthesized the pyrimidinone derivatives (6a'-e') using a catalytic amount of cupric chloride from aldehydes, acyclic ketones and urea. The tautomeric interconversion of pyrimidinone derivatives 6a'-e'6a''-e'' has been observed.

Iodotrimethylsilane-accelerated one-pot synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones: A novel procedure for the Biginelli-like cyclocondensation reaction at room temperature

A novel Biginelli-like cyclocondensation reaction is efficiently catalyzed by iodotrimethylsilane (Me3SiI) in MeCN. The reaction proceeds at room temperature by a three-component one-pot condensation of ketones with aldehydes and urea to afford

Novel Biginelli-like three-component cyclocondensation reaction: Efficient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones

Iron (III) catalyzed the three-component Biginelli-like cyclocondensation reaction efficiently in acetonitrile to afford the corresponding 5-unsubstituted 3,4-dihydropyrimidin-2-(1H)-ones in high yields. The first Biginelli-like reactions of urea, aldehyd

Cyclic ketones and substituted α-keto acids as alternative substrates for novel Biginelli-like scaffold syntheses

The reactions of benzocyclic ketones and α-ketoacids as carbonyl components in the Biginelli reaction were investigated. These unusual Biginelli substrates furnished novel drug-like dihydropyrimidinone scaffolds suitable for further elaboration.