Synthesis and study of structure of 5-formyl-substituted 2,3,4,5-tetrahydro-1H-1, 5-benzodiazepin-2-ones

Novel synthesis of quinazolino[3,2-a][1,5]benzodiazepines: an experimental and computational study

“…Microanalyses were performed with Thermo Scientific TM Flash 2000 CHNS/O analyser. The synthesis and NMR spectral data of the starting 5-acetyl-(1a), 43 5-formyl-(1b), 44 5-benzoyl-(1c), 19 5-methyl-(1e) 45 and 5-benzyl-(1f) 46 benzodiazepinones were published previously; the newly synthesized 5-ethoxycarbonyl compound 1d is described here. General procedure for the synthesis of 5-R-7-methyl-6,7-dihydroquinazolino[3,2-a]-[1,5]benzodiazepin-13(5H)-ones (5a-f, 8 and 9).…”

A straightforward synthesis of novel 4H‐thiazolo[3,2‐d][1,5]benzodiazepine derivatives

“…Thiolactams 1, 2, 4, and 3 were obtained from the N 5 -unsubstituted (R 2 = H) the corresponding 3-R-4-R 1 -2,3,4,5-tetrahydro-1,5-benzodiazepine-2(1H)-thiones (23, R = R 1 = H; 24, R = Me, R 1 = H; 25, R = H, R 1 = Me) [6] and 10 [7] by formylation or acetylation according to the procedures previously described [8,9]. Treatment of 23-25 with phenylisocyanate resulted in the formation of carbamoylated derivatives 5-7.…”

“…Treatment of 23-25 with phenylisocyanate resulted in the formation of carbamoylated derivatives 5-7. Early described 4-methyl-7-nitroand 6,8-dibromo-3-R(H or Me)-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-ones [8,9] were transformed into the corresponding thiolactams 10, 8, 9 by treatment with the phosphorous pentasulfide according to literature [7,10] procedure.…”

“…Thionation of the corresponding lactams [8,9] was performed by treatment with the P 2 S 5 in refluxing dry pyridine according to literature procedure [10].…”

“…Formylation of thiolactams 23, 24 [6], and 10 [7] with the mixture of 98% formic acid and acetic anhydride was conducted by using a general procedure [8].…”