59525-08-5

Upstream product

• 100698-06-4 2-mercapto-2-thioxo-2,3-dihydro-1H-2λ⁵-benzo[1,3,2]diazaphosphinine-4-thione pyridinium salt 
• 100-07-2 4-methoxy-benzoyl chloride 
• 2454-39-9 2-aminobenzothioamide 

Downstream Products

• 20800-41-3 2-(4-methoxyphenyl)quinazoline-4(3H)-thione 
• 20800-41-3 2-(4-methoxy-phenyl)-1H-quinazoline-4-thione 

Relevant academic research and scientific papers

Synthesis of substituted 2-benzoylaminothiobenzamides and their ring closure to substituted 2-phenylquinazoline-4-thiones

Acylation of 2-aminothiobenzamide or 2-methylaminothiobenzamide with substituted benzoyl chlorides has been used to synthesise the corresponding 2-benzoyl-aminothiobenzamides whose subsequent sodium methoxide-catalysed ring closure gives the corresponding quinazoline-4-thiones. These compounds were characterised by means of their 1H- and 13C-NMR spectra. The preferred tautomeric form of selected compounds has been discussed on the basis of their 13C-NMR, IR and Raman spectra. It has been found that in the given medium 1-methyl-quinazoline-4-thiones undergo a replacement of the sulphur substituent by oxygen giving 1-methyl-quinazoline-4-ones. In strong acid media, 2-benzoylaminothiobenzamide is cyclised through its sulphur atom to give 2-phenylbenzo[d-1,3]thiazin-4-one.