4-Chloro-2-phenylquinazoline (6484-25-9)
4-Chloro-2-phenylquinazoline(6484-25-9) was used in synthesis of axially chiral quinazoline-containing phosphinamine ligand, N,N,2-triphenylquinazolin-4-amine, sulfanyl and sulfinylbenzodiazines. It was used as reagent for the conversion of phenols to anilines.
4-Chloro-2-phenylquinazoline(6484-25-9)Reactant involved in the synthesis of biologically active molecules including:
• Nitrotriazole amines or nitroimidazole amines for use as antitrypanosomal activity and mammalian cytotoxicity
• Quinazoline-containing piperazinylpyrimidine derivatives with antitumor activity
• Quinazoline substituted cyclopentane as HCV NS3/4A protease inhibitors
• Quinazolines with antibacterial and antitumor activity
Description
Molecular iodine catalysed benzylic sp 3 C-H bond amination has been developed for the synthesis of quinazolines from 2-aminobenzaldehydes and 2-aminobenzophenones with benzylamines. The use of oxygen as a green oxidant combined with the transition-metal-, additive- and solvent-free conditions makes the methodology economical and greener. The lack of aqueous work up also enhances the efficiency of this protocol. A series of 2-arylquinazolines was synthesised in good to excellent yields by using the developed protocol. 2-Aminobenzyl alcohols could also be employed to prepare the corresponding quinazoline derivatives.
With DMF as the solvent, the amide moiety of indole substrates could act as an auxiliary to enable the indole’s oxygenation reaction with molecular oxygen from air as the oxidant to give 3H-indol-3-one derivatives in a highly selective manner. On the other hand, when the reactions were performed in 1,4-dioxane, the amide moiety switched to participate in an intramolecular indolyl N1-cyclization to afford indolo[1,2-c]quinazolines as the predominating products.
4-Chloro-2-phenylquinazoline(6484-25-9) Specifications:
CAS | 6484-25-9 |
CAS Min % | 95.0 |
CAS Max % | 100.0 |
MDL Number | MFCD00006713 |
InChI Key | OBHKONRNYCDRKM-UHFFFAOYSA-N |
Chemical Name or Material | 4-Chloro-2-phenylquinazoline |
Infrared Spectrum | Authentic |
Physical Form | Crystalline powder |
Packaging | Glass bottle |
Molecular Formula | C14H9ClN2 |
Molecular Weight (g/mol) | 240.68 |
SMILES | Clc2nc(nc1c2cccc1)c3ccccc3 |
Color | Slightly yellow to yellow |
Melting Point | 124-126°C |
Assay | 97% |
4-Chloro-2-phenylquinazoline (6484-25-9) Safety and Handling
(6484-25-9)Hazard description
♦ Irritating to the eyes
♦ Irritating to the respiratory system
♦ Irritating to the skin
4-Chloro-2-phenylquinazoline Precautionary statement:
♦ Wear suitable protective clothing and gloves
♦ Wear suitable protective clothing, gloves and eye/face protection
♦ Wear suitable gloves and eye/face protection
WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.
4-Chloro-2-phenylquinazoline (6484-25-9) Articles
The preparation and resolution of 2-phenyl-Quinazolinap, a new atropisomeric phosphinamine ligand for asymmetric catalysis. McCarthy M, et al. Tetrahedron Asymmetry 10(14), 2797-2807, (1999)
A highly efficient red electrophosphorescent iridium (iii) complex containing phenyl quinazoline ligand in polymer light-emitting diodes. Mei Q, et al. Journal of Materials Chemistry 22(14), 6878-6884, (2012)
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