49699-38-9Relevant academic research and scientific papers
Synthesis of heterocyclic skeletons by the reaction of N1-(2-cyanophenyl)-benzimidoyl chloride with thioamides
Fathalla, Walid M.,Pazdera, Pavel
, p. 96 - 103 (2002)
The reaction of N-(2-cyanophenyl)benzimidoyl chloride with reagents containing a thioamide moiety, i.e. thioacetamide, benzylthiourea, symmetrical dialkyl- and diarylthioureas gave different cyclic products: 3,1-benzothiazine, 1,3,5-benzotriazocine and quinazoline. The reaction pathways of prepared compounds are discussed.
Dual ortho interaction in 2-substituted-3- (2-methylphenyl)-4(3H)-quinazolinones and their thio analogues under electron impact conditions
Ramana,Kantharaj
, p. 262 - 268 (2007/10/02)
Competing ortho interactions, involving the C=X and the ortho-methyl substituent on the 3-phenyl moiety, resulting in the eliminations of .CH3 and .OH/.SH from the molecular ions of 2-substituted-3-(2-methylphenyl)4(3H)-quinazolinones and their thio analogues, were observed, An intramolecular aromatic substitution of the heteroatom of C=X at the ortho-carbon of the 3-phenyl moiety ejecting the methyl group and a hydrogen transfer from the same ortho-methyl substituent to the heteroatom of C=X resulting in the expulsion of .XH are envisaged for the dual ortho interaction, Another expected fragmentation process Observed in these compounds is the transfer of the aryl group from the 3-position of the heterocycle to the heteroatom of C=X leading to the elimination of ArX. from the molecular ions. The proposed fragmentation processes and the ion structures are supported by high-resolution data, B/E and B2/E linked-scan spectra, collisionally activated decomposition B/E spectra and deuterium isotopic labelling.
