55075-93-9

Basic information

• Product Name: 6-Chloro-4-(2-fluorophenyl)quinazoline
• Synonyms: 6-Chloro-4-(2-fluorophenyl)quinazoline
• CAS NO: 55075-93-9
• Molecular Formula: C₁₄H₈ClFN₂
• Molecular Weight: 258.68
• Mol File: 55075-93-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Chloro-4-(2-fluorophenyl)quinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-4-(2-fluorophenyl)quinazoline(55075-93-9)
• EPA Substance Registry System: 6-Chloro-4-(2-fluorophenyl)quinazoline(55075-93-9)

Safety Data

• Hazardous Substances Data: 55075-93-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 11, p. 885, 1974 DOI: 10.1002/jhet.5570110608

Upstream product

• 17356-08-0 thiourea 
• 784-38-3 2-amino-5-chloro-2'-fluorobenzophenone 
• 122-51-0 orthoformic acid triethyl ester 
• 75-91-2 tert.-butylhydroperoxide 

Relevant articles and documents

TBHP as Methyl Source under Metal-Free Aerobic Conditions To Synthesize Quinazolin-4(3H)-ones and Quinazolines by Oxidative Amination of C(sp3)–H Bond

tert-Butyl hydroperoxide (TBHP) served as the methyl source under metal-free aerobic conditions in the oxidative amination of the C(sp3)–H bond to synthesize quinazolin-4(3H)-ones and quinazolines from 2-aminobenzamides and 2-carbonyl-substituted anilines, respectively.

Mechanistic study of a complementary reaction system that easily affords quinazoline and perimidine derivatives

A new reaction between 2-aminobenzophenone and thiourea in dimethyl sulfoxide (DMSO) has been developed that primarily affords 4-phenylquinazoline as a single product. This reaction is also applicable, in general, to the reactions between thiourea and conformation-restricted β-amino ketones, such as 1-aminoanthracene-9,10-dione and 1-amino-9H-fluoren-9-one, to prepare perimidine derivatives. Experimental data is consistent with our computational study on the thermal decomposition of thiourea to form hydrogen sulfide and carbodiimide. This reaction involves a coupling between 2-aminobenzophenone and carbodiimide generated in situ from thiourea to form 4-phenylquinazolin-2(1H)-imine intermediate, and the generation of sulfur-containing reducing agent from hydrogen sulfide and DMSO, which reduces 4-phenylquinazolin-2(1H)-imine to 4-phenyl-1,2-dihydroquinazolin-2-amine. Elimination of ammonia from the latter yields 4-phenylquinazoline.