91148-58-2Relevant academic research and scientific papers
Friedel-Crafts Acylation of Some Aromatic Compounds with 2-Isocyanatobenzoyl Chloride
Misra, B. K.,Rao, Y. R.,Mahapatra, S. N.
, p. 1132 - 1138 (2007/10/02)
Friedel-Crafts acylation of benzene, toluene, anisole and chlorobenzene with 2-isocyanatobenzoyl chloride (1) afford either 2-aminobenzophenones (2) or 4,4-diaryl-1,2-dihydro-3,1-benzoxazin-2(4H)-ones (3) as major products depending on reaction temperature and/or substrate reactivity.Other minor products isolated are 3-aryl-1,2,3,4-tetrahydroquinazoline-2,4-diones (4), 6,12-diaryldibenzodiazocines (6) and 2-aminophenyl-α,α-diarylmethanols (7).The formation of 2 and 3 has been shown to take place via a common intermediate complex to which the cyclic 4-aryl-3,1-benzoxazinonium ion structure (12) has been assigned on the basis of its rection with methanol and 2-aminobenzophenone.While the formation of 6 occurs through the intermediate complex (12), 4-aryliminoquinazolin-2-ones (5) are formed most probably from the 1-AlCl3 complex.
