scholarly journals Novel Ring Systems: Spiro[Cycloalkane] Derivatives of Triazolo- and Tetrazolo-Pyridazines

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2140
Author(s):  
Csilla Sepsey Sepsey Für ◽  
Gergő Riszter ◽  
Áron SzigetvárI ◽  
Miklós Dékány ◽  
György Keglevich ◽  
...  

In orderto synthesize new pyridazine derivatives anellated with different nitrogen heterocyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose diazotization led to the desired spiro[cyclohexane-1,8′-tetrazolo[1,5-b]pyridazines. The reaction of dihydropyridazinethiones with benzhydrazide afforded the corresponding 7H-spiro[[1,2,4]triazolo[4,3-b]pyridazin-8,1′-cyclohexanes]. As a result of our work, seven new pyridazinethione intermediates were prepared, which served as starting materials for the synthesis of two kinds of new ring systems: tetrazolo-pyridazines and triazolo-pyridazines. The six new annulated derivatives were characterized by physicochemical parameters. The new N-heterocycles are valuable members of the large family of pyridazines.

In pursuing our investigation out the antimony analogues of certain nitrogen ring-systems, we Lave now succeeded in obtaining derivatives of dilhydrostibacridines, of when some of the corresponding arsenic compounds have been studied recently by Gump and Stolzenburg. The starting material for the work was o -aminodiphenylmethane obtained from the corresponding nitro derivative when, in turn, was prepared from o -nitrobenzyl chloride and benzene by Taneseseu's modification of the Friedel-Crafts reaction.


1977 ◽  
Vol 30 (11) ◽  
pp. 2465 ◽  
Author(s):  
RM Carman ◽  
CJ Hawkins ◽  
JJ Kibby

The c.d. spectra are reported for a series of benzylidene derivatives of glycerol and mannitol containing 1,3-dioxolan, 1,3-dioxan and 1,3- dioxepan ring systems. The signs of the Cotton effects of 1Lb and 1La transitions of the phenyl chromophore have been rationalized in terms of recently proposed sector rules for these transitions.


1975 ◽  
Vol 6 (5) ◽  
pp. no-no
Author(s):  
BRIAN IDDON ◽  
HANS SUSCHITZKY ◽  
DAVID S. TAYLOR ◽  
KEVAN E. CHIPPENDALE
Keyword(s):  

1988 ◽  
Vol 41 (3) ◽  
pp. 293 ◽  
Author(s):  
JB Bremner ◽  
EJ Browne ◽  
LM Engelhardt ◽  
IWK Gunawardana ◽  
AH White

Meisenheimer rearrangement of the N-oxides (4) derived from a series of 5-aryl-4-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepines (3) gave rise to eight derivatives (5) of the new 2H,6H-1,5,4-benzodioxazocine ring system. Reaction of 9-methoxy-5-methyl-6-phenyl-3,4,5,6- tetrahydro-2H-1,5-benzoxazocine (6) with 3-chloroperoxybenzoic acid gave an unstable N-oxide (7). A Meisenheimer rearrangement product from (7), 10-methoxy-5-methyl-7-phenyl-2,3,4,5-tetrahydro-7 H-1,6,5- benzodioxazonine (8), the first example of this ring system, was isolated directly in moderate yield on oxidation of (6) with cooling. The crystal and molecular structure of (8) has been determined by X-ray crystallographic methods.


2007 ◽  
Vol 60 (2) ◽  
pp. 105 ◽  
Author(s):  
Teresa Cablewski ◽  
Erin J. Carter ◽  
Craig L. Francis ◽  
Andris J. Liepa ◽  
Michael V. Perkins

N,N-Dialkyl-N′-chlorosulfonylchloroformamidines 1 reacted with 2-aminopyridines 2 to give novel pyrido[1,2-b][1,2,4,6]thiatriazine dioxides 3 and pyrido[2,1-c][1,2,4,6]thiatriazine dioxides 4. Reaction of 1 with 3-aminopyridazines 5 afforded pyridazo[3,2-c][1,2,4,6]thiatriazine dioxides 6 and a pyridazo[2,3-b][1,2,4,6]thiatriazine dioxide 7. The compounds 6 and 7 are derivatives of new ring systems.


Sign in / Sign up

Export Citation Format

Share Document