PREPARATIONS OF HETEROCYCLES BY USING OF 2,6-BIS[BIS(ALKYLTHIO)METHYLENE]CYCLOHEXYLIDENEMALONONITRILES

被引：10

作者：

PESEKE, K ^{[1
]}

HEIDE, G ^{[1
]}

FEIST, H ^{[1
]}

MICHALIK, M ^{[1
]}

机构：

[1] ZENT INST ORGAN CHEM,BEREICH KOMPLEXKATALYSE,O-2500 ROSTOCK,GERMANY

来源：

JOURNAL FUR PRAKTISCHE CHEMIE | 1991年 / 333卷 / 01期

关键词：

D O I：

10.1002/prac.19913330126

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

2,6-Bis[bis(alkylthio)methylene]cyclohexylidenemalononitriles 1 react with alkanethioles to give 1,3-bis(alkylthio)-5-[bis(alkylthio)methylene]-5,6,7,8-tetrahydro-isoquinoline-4-carbonitriles 2. Treatment of 1 with hydrogen bromide yields 4,6,7,9-tetrakis(alkylthio)-2,3-dihydro-5,8-diaza-phenalenes 3. On the other hand, 1 can be converted with bromine to 6,9-bis(alkylthio)-4,7-dibromo-2,3-dihydro-5,8-diaza-phenalenes 5. However, the reaction of 1 and N-bromosuccinimide afforded 2,6-bis[bis(alkylthio)methylene]-3-bromo-cyclohexylidenemalononitriles 8.

引用

页码：119 / 124

页数：6

共 13 条

[1] BIOLOGICAL PROBES .2. RING LABELED NICOTINAMIDE [J].

BRYSON, TA ;

WISOWATY, JC ;

DUNLAP, RB ;

FISHER, RR ;

ELLIS, PD .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3436-3438

[2]

EGE G, 1979, SYNTHESIS-STUTTGART, P376

[3] POLYFUNCTIONAL ALIPHATIC COMPOUNDS .2. CYCLIZATION OF DINITRILES BY ANHYDROUS HALOGEN ACIDS -PYRIDINES [J].

JOHNSON, F ;

HUNNEMAN, DH ;

PANELLA, JP ;

CARLSON, AA .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (07) :2473-&

[4] SYNTHESES WITH NITRILES, .29. LINEAR CONDENSATION PRODUCTS FROM DIMETHYLAMINOPHENYL PROPENONE WITH MALONONITRILE [J].

JUNEK, H ;

STOLZ, G ;

SCHMIDT, ARO .

MONATSHEFTE FUR CHEMIE, 1971, 102 (01) :154-&

[5] CHEMISTRY OF ACTIVATED VINYL HALOGENIDES - SYNTHESIS AND REACTION BEHAVIOR OF 3-(BETA-CHLOROVINYL)ACRYLONITRILES [J].

LIEBSCHER, J ;

HARTMANN, H .

JOURNAL FUR PRAKTISCHE CHEMIE, 1976, 318 (05) :705-730

[6] NMR SPECTROSCOPIC INVESTIGATIONS ON PUSH-PULL BUTADIENES [J].

MICHALIK, M ;

PESEKE, K ;

RADEGLIA, R .

JOURNAL FUR PRAKTISCHE CHEMIE, 1981, 323 (03) :506-510

[7]

PESEKE K, 1988, Z CHEM, V28, P328

[8] PUSH-PULL-BUTADIENES .8. REACTIONS OF SUBSTITUTED 1,4-PENTADIENE-1,1,5,5-TETRACARBONITRILES [J].

PESEKE, K ;

MICHALIK, M ;

SCHONHUSEN, U ;

QUINCOCES, J ;

RADEGLIA, R .

JOURNAL FUR PRAKTISCHE CHEMIE, 1987, 329 (05) :877-884

[9] PUSH-PULL-BUTADIENES .7. SYNTHESIS OF SUBSTITUTED NICOTINONITRILES [J].

PESEKE, K ;

MICHALIK, M ;

SCHONHUSEN, U .

JOURNAL FUR PRAKTISCHE CHEMIE, 1986, 328 (5-6) :856-866

[10]

PESEKE K, 1987, Z CHEM, V27, P39

← 1 2 →