58476-79-2Relevant academic research and scientific papers
Method of manufacturing using [...] compd. epinastine
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Paragraph 0057, (2017/04/03)
PROBLEM TO BE SOLVED: To provide a method for producing epinastine via a new intermediate which is safely synthesizable at a low cost.SOLUTION: Epinastine is produced by reacting 5H-dibenz[b, e]azepine-6,11-dihydro-6-methanamine with an N-(iminoalkoxymethyl)carbamic acid ester to synthesize an N-(9,13-dihydro-1H-dibenz[c, f]imidazo[1,5-a]azepin-3-yl)-carbamic acid ester as an intermediate and treating the intermediate with an acid (process A). As an alternative, epinastine is produced by reacting an acid salt of 5H-dibenz[b, e]azepine-6,11-dihydro-6-methanamine with an N-(iminoalkoxymethyl)carbamic acid ester to synthesize an {imino[N-(5H-dibenz[b, e]azepin-6-yl)methylamino]methyl}carbamic acid ester as an intermediate and treating the intermediate with an acid (process B).
Photoinduced single electron transfer on 5-aryl-1,2,4-oxadiazoles: Some mechanistic investigations in the synthesis of quinazolin-4-ones
Buscemi, Silvestre,Pace, Andrea,Vivona, Nicolo,Caronna, Tullio,Galia, Alessandro
, p. 7028 - 7033 (2007/10/03)
The photochemistry of some 5-aryl-3-methoxy- (or 5-aryl-3-phenyl-) 1,2,4-oxadiazoles irradiated in the presence of different sensitizers [such as diphenylacetylene (DAC), 9,10-diphenylanthracene (DAN), or triphenylene (TPH)] or ground-state donors such as triethylamine (TEA) has been investigated. Intermediates arising from breaking of the ring O-N bond develop both into quinazolin-4-ones (by a heterocyclization reaction involving the aryl at the C-5 of the oxadiazole nucleus) and into open-chain products (corresponding to a reduction at the ring O-N bond), in different ratios depending on their structures and photoreaction conditions. A reasonable explanation considers sensitization by photoinduced electron transfer either from the sensitizer in its excited state to the oxadiazole in its ground state or from the electron donor reagent (TEA) to the excited oxadiazole; in both cases an oxadiazole radical anion is formed as a key species from which breaking of the ring O-N bond takes place. Reduction potentials of representative oxadiazoles confirm this hypothesis. Possible applications in the synthesis of variously substituted quinazolin-4-ones are recognized.
