Fundamental Structures in Drug Research

Marxer, A.; Schier, O.

doi:10.1007/978-3-0348-7094-8_12

Cited by 1 publication

(3 citation statements)

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“…NMR (Me2SO-d6) 9.6 (d, 1, H-6, J66 = 8 Hz), 8.7 (m, 2, H-3, H-4), 8.3 (m, 3, o-H, H-5), 7.3 (m, 2, m-H), 4.3 (q, 2, OCH2CH3, J = 7 Hz), 1.5 (t, 3, OCH2CH3, J=1 Hz); 13C NMR (Me2SO-d6) 164.84 (St, C-2), 164.29 (Stt, p-C), 152.86 (Sdd, C-8a), 144.21 (Dd, C-7), 133.28 (Dt, C-5), 130.82 (Dd, o-C), 122.98 (D, C-6), 116.24 (Dd, m-C), 111.78 (St, Cs), 111.37 (Dd, C-8), 64.27 (Tq, CH2), 14.39 (Qt, CH3).…”

Section: Methodsmentioning

confidence: 99%

“…1 -(4'-Ethoxybenzoyl)-1,2-dihydro-1 ,2-diazepin-3-one (16c). This was prepared according to the general procedure and recrystallized from ethanol: yield 65%; IR (KBr) 3200,1660,1620 cm'1; 13C NMR (Me^O-dg) 170.12 (Sd, C-3), 168.07 (Sm, 0=0), 161.15 (Stt, p-C), 137.69 (D, C-7), 134.37 (Dd, C-5), 130.86 (Dd, o-C), 128.49 (D, C-4), 124.80 (St, Cs), 121.43 (Ddd, C-6), 114.24 (Dd, m-C), 63.54 (Tq, CH2), 14.48 (Qt, CH3).…”

Section: Jv-[[4'-(dimethylamino)benzoyl]imino]-2-methoxypyridinium Yl...mentioning

confidence: 99%

“…In view of the important role played by benzo-annelated diazepines as tranquilizers in modem medicine, 14 X -CH2R X -CN peered desirable to develop an approach toward the synthesis of the l,2-dihydro-l,2-diazepin-3-one ring system.…”

mentioning

confidence: 99%

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Photochemical syntheses of 1,2-diazepines. 11. Regiospecific synthesis of 1,2-dihydro-1,2-diazepin-3-ones

Kiguchi¹,

Schuppiser²,

Schwaller³

et al. 1980

J. Org. Chem.

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Starting from 2-chloropyridine 1, a series of l,2-diazepin-3-ones 16 was prepared by a five-step synthesis. The key intermediates were the bicyclic oxadiazolium salts 10 which led, through a methoxide ion induced ring opening, to the expected 2-methoxypyridinium ylides 11. The photoinduced ring enlargement of ylides 11 proved to be regiospecific and led to 3-methoxy-l,2-diazepines, the immediate precursors of the final diazepinones 16.

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Section: Methodsmentioning

confidence: 99%

Section: Jv-[[4'-(dimethylamino)benzoyl]imino]-2-methoxypyridinium Yl...mentioning

confidence: 99%