Tetraalkylammonium bromate (TAAB) catalyzed cyclodehydration: A facile synthesis of 2,3-dihydro-1H-1,5-benzodiazepine in aqueous methanol

被引：0
|
作者：
Das, Pranab Jyod [1 ]
Sarkar, Sudeshna [1 ]
机构：
[1] Gauhati Univ, Dept Chem, Gauhati 781014, India
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2015年 / 54卷 / 09期
关键词：
1,5-Benzodiazepines; tetraalkylammonium bromate; o-phenylenediamines; ketones; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; 1,5-BENZODIAZEPINE DERIVATIVES; EFFICIENT SYNTHESIS; PROMOTED SYNTHESIS; MICROWAVE IRRADIATION; RECYCLABLE CATALYST; O-PHENYLENEDIAMINE; ACID; 1,5-BENZOTHIAZEPINES;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and convenient method is reported for the synthesis of 2,3-dihydro-1H-1,5-benzodiazepine from o-phenylene-diamine and ketones in aqueous methanol using IL, tetraalkylammonium bromate, as the cyclodehydration catalyst. The synthetic protocol is simple and reaction accomplished at ambient temperature. Yields are good and work up easy.
引用
收藏
页码：1123 / 1127
页数：5
相关论文
共 50 条
  • [31] SYNTHESIS OF 4-STYRYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPIN-2-ONES
    SOLOMKO, ZF
    GAPONOV, AA
    AVRAMENKO, VI
    KHMEL, MP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1987, (11): : 1560 - 1562
  • [32] SYNTHESIS AND NITRATION OF 4-PHENYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINONE-2
    CHMILENKO, TS
    SOLOMKO, ZF
    KOST, AN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1977, (04): : 525 - 528
  • [33] An expeditious synthesis of 1,5-benzodiazepine derivatives catalyzed by CdCl2
    Pasha, M. A.
    Jayashankara, V. P.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2006, 45 (12): : 2716 - 2719
  • [34] SALICYCLIC ACID CATALYZED SYNTHESIS OF 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINES UNDER SOLVENT-FREE CONDITION
    Sandhar, Akshdeep
    Prasad, Deo Nandan
    Singh, Rajesh K.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 21 (04) : 369 - 374
  • [35] Regioselective N-Acetylation of 4-(2-Hydroxyphenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine Using Protection by an Intramolecular Hydrogen Bond
    Escobar, Carlos A.
    Orellana-Vera, Jorge
    Vega, Andres
    Sicker, Dieter
    Sieler, Joachim
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2009, 64 (08): : 969 - 972
  • [36] RESEARCH ON 1,5-BENZODIAZEPINE .7. SYNTHESIS OF DERIVATIVES OF 1H-PYRIDINO[2,3-B][1,5]BENZODIAZEPINE
    DIBRACCIO, M
    ROMA, G
    BALBI, A
    ERMILI, A
    FARMACO-EDIZIONE SCIENTIFICA, 1985, 40 (06): : 391 - 403
  • [37] 2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines
    Puodziunaite, B
    Kosychova, L
    Janciene, R
    Stumbreviciute, Z
    MONATSHEFTE FUR CHEMIE, 1997, 128 (12): : 1275 - 1281
  • [38] SYNTHESIS AND PROPERTIES OF 2,2,4-TRISUBSTITUTED 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINES
    ORLOV, VD
    DESENKO, SM
    KOLOS, NN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1984, (01): : 126 - 131
  • [39] AN UNEXPECTED REACTION BETWEEN 2,3-DIHYDRO-2,2,4-TRIMETHYL-1H-1,5-BENZODIAZEPINE AND MERCAPTOACETIC ACID
    CHIMIRRI, A
    GRASSO, S
    OTTANA, R
    ROMEO, G
    VALLE, G
    ZAPPALA, M
    HETEROCYCLES, 1987, 26 (09) : 2469 - 2475
  • [40] Synthesis and antitumour activity of a series of cyclic amidines of 2,3-dihydro-1H-1,5-benzodiazepines
    Janciene, R
    Kosychova, L
    Bukelskiene, V
    Domkus, V
    Stumbreviciute, Z
    Ragaleviciene, V
    Puodziunaite, BD
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 2002, 52 (06): : 475 - 481
12345