scholarly journals Identification of Phenyl Vinyl Ketone And Related Compounds as 2,4-Dinitrophenylhydrazones and Pyrazolines

1975 ◽  
Vol 53 (6) ◽  
pp. 865-868 ◽  
Author(s):  
C. F. H. Allen

The closely interrelated, titled compounds, which have similar physical properties and which form mixtures difficult to separate, are best characterized by instrumental methods.All α,β-unsaturated aldehydes and methyl ketones gave open-chain dinitrophenylhydrazones directly, whereas the arylated ketones form pyrazolines, as is well known.

1985 ◽  
Vol 50 (8) ◽  
pp. 1888-1898 ◽  
Author(s):  
Miroslav Protiva ◽  
Zdeněk Šedivý ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jiří Němec

Reactions of naphthostyril (I) with primary and secondary amines and titanium tetrachloride afforded cyclic amidines III-IX. Hydrogenation of I on Pd-C resulted in the 6,7,8,8a-tetrahydro derivative X which gave by treatment with sodium amide and 3-dimethylaminopropyl chloride the N-(aminoalkyl) compound XI. Reduction of I and its N-methyl derivative II with sodium amalgam in aqueous sodium hydroxide gave the 2a,3,4,5-tetrahydro derivatives XII and XIII. Reaction of XIII with sodium amide and 3-dimethylaminopropyl chloride afforded the 2a-(aminoalkyl) compound XIV. 1,3,4,5-Tetrahydro-1-benzazepin-2-one (XV) treated with primary amines and titanium tetrachloride gave the amidines XVI-XVIII. 3-Methyl-7,8,9,9a-tetrahydro-1H-benz[d,e]isoquinoline (XIX) was reduced with sodium borohydride to compound XX which was alkylated with propargyl bromide to 1-methyl-2-propargyl-2,3,3a,4,5,6-hexahydro-1H-benz[d,e]isoquinoline (XXI). An attempt to prepare the 2-(2-phenylethyl) analogue by treatment of compound XX with phenylacetyl chloride and by the following reduction with lithium aluminium hydride resulted in the open-chain amine XXII. The lactams I, II, X, and XIII showed some discoordinating, hypothermic, peripheral vasodilating, hyperglycaemic, diuretic and antiinflammatory effects. The amidines III-IX and XVI-XVIII had local anaesthetic, slight hypotensive, antiarrhythmic, peripheral myorelaxant, papaverine-like spasmolytic and thiopental potentiating effects.


1977 ◽  
Vol 6 (9) ◽  
pp. 1107-1108 ◽  
Author(s):  
Masahiro Tsunooka ◽  
Todomu Nishino ◽  
Makoto Tanaka

2017 ◽  
Vol 38 (13) ◽  
pp. 1600623 ◽  
Author(s):  
Jennifer A. Reeves ◽  
Michael L. Allegrezza ◽  
Dominik Konkolewicz

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