PYRROLO[2,1-C][1,4]BENZODIAZEPINES - A MILD CONVERSION OF THIOLACTAM INTO AMIDINE

被引:37
作者
FOLOPPE, MP [1 ]
RAULT, S [1 ]
ROBBA, M [1 ]
机构
[1] UFR SCI PHARMACEUT CAEN,CHIM THERAPEUT LAB,1 RUE VAUBENARD,F-14032 CAEN,FRANCE
关键词
PYRROLO[2,1-C][1,4]BENZODIAZEPINES; THIOLACTAM; MERCURIC CHLORIDE; AMIDINE;
D O I
10.1016/S0040-4039(00)78862-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 2-hydroxy pyrrolo [2.1-c][1,4]benzodiazepines-5-one-11-thione or 5,11-dithiones with ammonia in presence of mercuric chloride affords new amidines in high yield.
引用
收藏
页码:2803 / 2804
页数:2
相关论文
共 10 条
[1]   CHOLECYSTOKININ ANTAGONISTS - SYNTHESIS AND BIOLOGICAL EVALUATION OF 3-SUBSTITUTED 1,4-BENZODIAZEPIN-2-AMINES [J].
BOCK, MG ;
DIPARDO, RM ;
EVANS, BE ;
RITTLE, KE ;
FREIDINGER, RM ;
CHANG, RSL ;
LOTTI, VJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (01) :264-268
[2]  
FOLOPPE MP, 1992, IN PRESS EUR J MED C
[3]   PYRROLO[1,4]BENZODIAZEPINE ANTITUMOR ANTIBIOTICS - RELATIONSHIP OF DNA ALKYLATION AND SEQUENCE SPECIFICITY TO THE BIOLOGICAL-ACTIVITY OF NATURAL AND SYNTHETIC COMPOUNDS [J].
HURLEY, LH ;
RECK, T ;
THURSTON, DE ;
LANGLEY, DR ;
HOLDEN, KG ;
HERTZBERG, RP ;
HOOVER, JRE ;
GALLAGHER, G ;
FAUCETTE, LF ;
MONG, SM ;
JOHNSON, RK .
CHEMICAL RESEARCH IN TOXICOLOGY, 1988, 1 (05) :258-268
[4]  
HURLEY LH, 1984, PHARM RES-DORDR, V2, P52
[5]   REACTION OF PYRROLO[2,1-C][1,4]BENZODIAZEPINE-2,5,11-TRIONES WITH PHOSPHORUS OXYCHLORIDE [J].
KAMAL, A ;
THURSTON, DE .
TETRAHEDRON LETTERS, 1989, 30 (45) :6221-6222
[6]   A NEW AND MILD METHOD FOR THE REDUCTION OF SECONDARY AMIDES TO CARBINOLAMINE ETHERS AND IMINES - A CONVERSION OF OXOTOMAYMYCIN TO TOMAYMYCIN [J].
KANEKO, T ;
WONG, H ;
DOYLE, TW .
TETRAHEDRON LETTERS, 1983, 24 (47) :5165-5168
[7]  
KANEKO T, 1984, J ANTIBIOT, V37, P300, DOI 10.7164/antibiotics.37.300
[8]   A CONVENIENT SYNTHESIS OF AZETIDINE-2-THIONES AND AZETIDIN-2-IMINES [J].
MARCHANDBRYNAERT, J ;
MOYAPORTUGUEZ, M ;
HUBER, I ;
GHOSEZ, L .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (15) :818-819
[9]  
REMERS WA, 1988, CHEM ANTITUMOR ANTIB, V2, P28
[10]   SYNTHESIS AND STEREOCHEMISTRY OF CARBINOLAMINE-CONTAINING PYRROLO[1,4]BENZODIAZEPINES BY REDUCTIVE CYCLIZATION OF N-(2-NITROBENZOYL)PYRROLIDINE-2-CARBOXALDEHYDES [J].
THURSTON, DE ;
LANGLEY, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :705-712