Studies in Silico-Organic Compounds: XVI. Reactions of Alkyl Thioethers of Silicon with Acetic Anhydride and with Benzoyl Chloride

1951 ◽  
Vol 16 (7) ◽  
pp. 1134-1137 ◽  
Author(s):  
Leon Wolinski ◽  
Howard Tieckelmann ◽  
Howard W. Post
2020 ◽  
Vol 302 ◽  
pp. 112585 ◽  
Author(s):  
Peiwen Di ◽  
Jianhui Chen ◽  
Liping Liu ◽  
Weihua Li ◽  
Yun Tang ◽  
...  

1954 ◽  
Vol 19 (11) ◽  
pp. 1749-1752 ◽  
Author(s):  
PHILIP J. CAMPAGNA ◽  
HOWARD W. POST
Keyword(s):  

1983 ◽  
Vol 48 (5) ◽  
pp. 1447-1464 ◽  
Author(s):  
Vladimír Valenta ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Antonín Dlabač ◽  
Marie Bartošová ◽  
...  

The ketone XIII, obtained by Friedel-Crafts reaction of toluene with homoveratroyl chloride, was converted by the Leuckart reaction to the formamido derivative IXb which was used as the starting product for the synthesis of amines IIIb-Vb. Reduction of the ketone XIII gave the alcohol XVI which was treated with hydrogen chloride and afforded the chloro compound XVII. Its substitution reactions with 1-methylpiperazine, 1-(2-hydroxyethyl)piperazine and 1-phenylpiperazine resulted in the piperazines VIb-VIIIb. Acylations of the amine IIIb with acetic anhydride and homoveratroyl chloride gave the amides Xb and XIb which, together with the formamide IXb, were subjected to the Bischler-Napieralski reaction. 3,4-Dihydroisoquinolines XXII-XXIV were obtained and reduced to the 1,2,3,4-tetrahydroisoquinolines XXVb-XXVIIb. Treatment of XXVIIb with formaldehyde afforded the berbine derivative XXVIII. Demethylation of the amine IIIb with hydrobromic acid resulted in the title compound IIIa. Similar demethylations of the dimethoxyamines IVb-VIIIb, XXVb and XXVIb led to the dihydroxyamines IVa-VIIIa, XXVa and XXVIa which are dopamine derivatives. Reaction of Va with benzoyl chloride gave the dibenzoate XXX. The CNS activities of the compounds prepared are of a low degree. Several of them (IIIa-VIa, IIIb-Vb, XXVb) show in higher doses signs of central stimulant action but only for compound IVa an antireserpine effect was proven. The expected anticataleptic activity was found only in a low degree with compound VIIIa; on the contrary, compounds IIIa and XXVa are procataleptogenic. Some compounds (IIIa, IXb, XXVIa, XXVIII) potentiated thiopental. In single cases local anaesthetic, spasmolytic, hypotensive, hypertensive, hypoglycaemic, diuretic and antiarrhythmic effects were observed.


1951 ◽  
Vol 16 (3) ◽  
pp. 395-398 ◽  
Author(s):  
LEON WOLINSKI ◽  
HOWARD TIECKELMANN ◽  
HOWARD W. POST
Keyword(s):  

2017 ◽  
Vol 2017 ◽  
pp. 1-6 ◽  
Author(s):  
Manal M. El-Shahawi ◽  
Ahmed K. El-Ziaty

2-Amino-4,5-diphenylfuran-3-carbonitrile 1 was utilized as building block for the construction of new furo[2,3-d]pyrimidin-4(3H)-one derivative 2 and 4H-furo[2,3-d][1,3]oxazin-4-one derivative 3 via treatment with acetic anhydride and benzoyl chloride, respectively. The 4H-furo[2,3-d][1,3]oxazin-4-one derivative 3 was transformed into novel furo[2,3-d]pyrimidin-4(3H)-ones 4–8, tetrazolylfuran derivative 10, and furo[3,2-d]imadazolone derivative 11 via reaction with various nitrogen nucleophiles. The structure features of the synthesized compounds were established from their spectral and elemental analyses.


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