22458-49-7

Basic information

• Product Name: 3-(2,4-DIMETHYL-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE
• Synonyms: 4(1H)-Quinazolinone,3-(2,4-diMethylphenyl)-2,3-dihydro-2-thioxo-;3-(2,4-dimethylphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone;3-(2,4-dimethylphenyl)-2-sulfanylidene-1H-quinazolin-4-one
• CAS NO: 22458-49-7
• Molecular Formula: C₁₆H₁₄N₂OS
• Molecular Weight: 282.36
• Mol File: 22458-49-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 450.8°Cat760mmHg
• Flash Point: 226.5°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 2.56E-08mmHg at 25°C
• Refractive Index: 1.707
• CAS DataBase Reference: 3-(2,4-DIMETHYL-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2,4-DIMETHYL-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(22458-49-7)
• EPA Substance Registry System: 3-(2,4-DIMETHYL-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(22458-49-7)

Safety Data

• Hazardous Substances Data: 22458-49-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14N2OS/c1-10-7-8-14(11(2)9-10)18-15(19)12-5-3-4-6-13(12)17-16(18)20/h3-9H,1-2H3,(H,17,20)

Upstream product

• 30683-93-3 (2,4-dimethyl-phenyl)-dithiocarbamic acid methyl ester 
• 118-92-3 anthranilic acid 
• 39842-01-8 2,4-dimethylphenylisothiocyanate 

Downstream Products

• 105363-05-1 3-Amino-2-(2,4-dimethyl-phenylamino)-3H-quinazolin-4-one 
• 77066-13-8 3-(2,4-Dimethyl-phenyl)-2-hydrazino-3H-quinazolin-4-one 
• 60974-88-1 3-(2,4-dimethyl-phenyl)-1H-quinazoline-2,4-dione 

Relevant articles and documents

Divergent 2-Chloroquinazolin-4(3H)-one Rearrangement: Twisted-Cyclic Guanidine Formation or Ring-Fused N-Acylguanidines via a Domino Process

A highly efficient 2-chloroquinazolin-4(3H)-one rearrangement was developed that predictably generates either twisted-cyclic or ring-fused guanidines in a single operation, depending on the presence of a primary versus secondary amine in the accompanying diamine reagent. Exclusive formation of twisted-cyclic guanidines results from pairing 2-chloroquinazolinones with secondary diamines. Use of primary amine-containing diamines permits a domino quinazolinone rearrangement/intramolecular cyclization, gated through (E)-twisted-cyclic guanidines, to afford ring-fused N-acylguanidines. This scalable, structurally tolerant transformation generated 55 guanidines and delivered twisted-cyclic guanidines with robust plasma stability and an abbreviated total synthesis of an antitumor ring-fused guanidine (4 steps, 55 % yield).