62484-22-4

Basic information

• Product Name: 2,4(1H,3H)-Quinazolinedione, 8-chloro-
• Synonyms: 2,4(1H,3H)-Quinazolinedione, 8-chloro-;8-Chloroquinazoline-2,4(1H,3H)-dione;8-Chloro-2,4(1H,3H)-quinazolinedione
• CAS NO: 62484-22-4
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 196.5905
• Mol File: 62484-22-4.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4(1H,3H)-Quinazolinedione, 8-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Quinazolinedione, 8-chloro-(62484-22-4)
• EPA Substance Registry System: 2,4(1H,3H)-Quinazolinedione, 8-chloro-(62484-22-4)

Safety Data

• Hazardous Substances Data: 62484-22-4(Hazardous Substances Data)

Usage

Description

2,4(1H,3H)-Quinazolinedione, 8-chlorois an organic compound with the molecular formula C8H5ClN2O2. It is a derivative of quinazoline, which is a tricyclic fused-ring system with a core structure consisting of a benzene ring fused to a pyrimidine ring. The 8-chloro substitution introduces a chlorine atom at the 8th position of the quinazoline ring, which can influence its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2,4(1H,3H)-Quinazolinedione, 8-chlorois used as a building block for the synthesis of N2,N4-Disubstituted Quinazoline-2,4-diamines. These synthesized compounds exhibit antibacterial properties, making them valuable in the development of new antibiotics to combat bacterial infections.
Used in Chemical Research:
As a quinazoline derivative, 2,4(1H,3H)-Quinazolinedione, 8-chlorocan be utilized in various chemical research applications, particularly in the field of medicinal chemistry. Its unique structure and functional groups make it a promising candidate for the development of novel therapeutic agents and pharmaceutical compounds.

Upstream product

• 6388-47-2 2-amino-3-chlorobenzoic acid 
• 57-13-6 urea 
• 124-38-9 carbon dioxide 
• 53312-77-9 2-amino-3-chlorobenzonitrile 

Downstream Products

• 62484-29-1 2,4,8-trichloroquinazoline 
• 769158-11-4 2-((2,8-dichloro-4-oxoquinazolin-3(4H)-yl)methyl)benzonitrile 
• 62484-39-3 2,8-dichloroquinazolin-4(3H)-one 
• 1401683-68-8 8-chloro-1-(3-methoxycarbonylbenzyl)quinazoline-2,4(1H,3H)-dione 
• 1401684-11-4 8-chloro-3-(3-methoxycarbonylbenzyl)quinazoline-2,4(1H,3H)-dione 
• 1616708-00-9 N’-(8-chloro-2-(2,4-dimethoxybenzylamino)quinazolin-4-yl)-3,3-dimethoxypropanehydrazide 
• 1616708-01-0 7-chloro-N-(2,4-dimethoxybenzyl)-2-(2,2-dimethoxyethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine 
• 1616707-97-1 2-(7-chloro-5-(2,4-dimethoxybenzylamino)-[1,2,4]triazolo[1,5-c]quinazolin-2-yl)acetaldehyde 
• 1664398-52-0 7-chloro-5-(2,4-dimethoxyphenyl)-2-(2-(5-fluoroisoindolin-2-yl)ethyl)[1,2,4]triazolo[1,5-c]quinazoline 
• 19407-55-7 8-Chloro-2-phenylquinazolin-4(3H)-one 

Relevant articles and documents

Application of quinazoline and pyrido[3,2-: D] pyrimidine templates to design multi-targeting agents in Alzheimer's disease

A quinazoline and pyrido[3,2-d]pyrimidine based compound library was designed, synthesized and evaluated as multi-targeting agents aimed at Alzheimer's disease (AD). The SAR studies identified compound 8h (8-chloro-N2-isopropyl-N4-ph

Synthesis and Characterization of Amidato Divalent Lanthanide Complexes and Their Use in Forming 2,4-Quinazolidinones from CO2 and 2-Aminobenzonitriles

Four amidato divalent lanthanide complexes, {LnLn[N(TMS)2]THF}2 [n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2] and {L3Eu[N(TMS)2]THF}{L32Eu(THF)2} (2) [HL3 = ClC6H4CONHC6H3(iPr)2], were synthesized and extensively characterized. This is the first time that the amidato lanthanide amides 1-4 were used to catalyze the reactions of CO2 and 2-aminobenzonitriles to form quinazoline-2,4(1H,3H)-diones at atmospheric pressure. All the complexes efficiently catalyzed the transformation, with complex 3 showing the highest activity. This catalytic system gave good to excellent yields, and good functional group tolerance. Preliminary studies were conducted to investigate the reaction mechanism.

Eco-efficient one-pot synthesis of quinazoline-2,4(1H,3H)-diones at room temperature in water

An efficient one-pot synthesis of quinazoline-2,4(1H,3H)-diones was developed. First, the reactions of anthranilic acid derivatives with potassium cyanate afforded the corresponding urea derivatives. Then, cyclization of the urea derivatives with NaOH afforded the monosodium salts of benzoylene urea. Finally, HCl treatment afforded the desired products in near-quantitative yields. This is an eco-efficient method because all the reactions were carried out in water, and the desired products were obtained simply by filtration. The aqueous filtrate was the only waste generated from the reaction. We scaled up the reaction to 1 kg starting material, thus establishing an alternative approach for the green synthesis of quinazoline-2,4(1H,3H)-diones in the chemical and pharmaceutical industries.