Verfahren zur Herstellung neuer 3-Phenyl-2-(1H)-chinazolinon-Derivate

摘要

1,185,524. Quinazolinone derivatives. G. D. SEARLE & CO. 13 June, 1967 [14 June, 1966], No. 27226/67. Heading C2C. Novel compounds of Formula I and non toxic acid addition salts thereof wherein X is a hydrogen atom, a methyl or methoxy radical or a halogen atom, Y, Y1 and Y11 are each a hydrogen or halogen atom, a methyl, methoxy benzyloxy, trifluoromethyl or hydroxy radical where at least two of the substituents represented by Y, Y1 and Y11 are identical; alk is a C 1-6 alkylene radical separating the nitrogen atoms attached thereto by at least 2 carbon atoms and NRR1 is a disubstituted amino radical wherein R is a C 1-6 alkyl group and R1 is a C 1-6 alkyl group or a benzyl radical or NRR1 is a 1-pyrrolidinyl, piperidino, morpholino or a 4 R11 substituted 1- piperazinyl radical where R11 is a methyl, phenyl, tolyl or halophenyl radical are prepared (a) by contacting the corresponding 1-hydroquinazoline derivative with a halide of RR1N- alk-halogen in the presence of a strong base, (b) by contacting the corresponding 1-haloalkyl-quinazoline derivative with an amine of formula HNRR1 or (c) when a compound is desired wherein Y, Y1 and Y11 are hydrogen atoms by contacting the corresponding 3- hydro-quinazoline derivative which is substituted in the 1-position by a dialkylaminoalkyl radical with an aromatic halide of formula C 6 H 5 -Z-halogen, where Z is a diazonium or phenyliodonium radical in the presence of a strong base. The compounds of the invention possess activity as analgesics, hypotensive agents, antiinflammatory agents and antibiotics.