Santonin and Related Compounds. XVII.1Reactions of the Bromo Derivatives of 4,9-Dimethyl-Δ4-3-octalone-6-acetic Acid with Bases

1958 ◽  
Vol 23 (8) ◽  
pp. 1183-1189
Author(s):  
SEIICHI INAYAMA
Keyword(s):  
Acetic Acid ◽  
Derivatives Of ◽  
Related Compounds

Derivatives of 2-pyrazolin-5-one. V. Preparation and properties of 1′,2′-dihydrospiro[[2]pyrazoline-4,3′ (4′H)-quinoline]-5-one.derivatives and related compounds

1977 ◽  
Vol 55 (15) ◽  
pp. 2856-2866 ◽  
Author(s):  
Ronald T. Coutts ◽  
Abdel-Monaem El-Hawari
Keyword(s):  
Acetic Acid ◽  
Sodium Borohydride ◽  
Lithium Aluminum Hydride ◽  
Catalytic Reduction ◽  
Aluminum Hydride ◽  
Spiro Compounds ◽  
Lithium Aluminum ◽  
Aldehydes And Ketones ◽  
Derivatives Of ◽  
Related Compounds

1′,2′-Dihydro-3-methyl-1-phenylspiro[[2]pyrazoline-4,3′(4′H)-quinoline]-5-one (8q), the structurally related 1,3-diphenylspiro[pyrazolone-quinoline] 8r and numerous 2′-substituted derivatives of 8q and 8r are readily accessible from catalytic reduction of 3-methyl-1-phenyl- or 1,3-diphenyl-4-(2-nitrobenzyl)-2-pyrazolin-5-one (1a, 1b, respectively) in alcohols (with the incorporation of the alkylidene moiety) or by interaction of the corresponding 2-aminobenzyl precursors (3a, 3b) with appropriate aldehydes and ketones. All spiro compounds were characterized by mass, ir, and 1Hmr spectra. The products obtained by reducing the spiro compounds with sodium borohydride and with lithium aluminum hydride are described. Reduction of 1a and 1b with zinc and acetic acid gave 3-methyl-1-phenyl- and 1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (2a, 2b, respectively).

Synthesis of N9- and N7-[2-Hydroxy-3-(phosphonomethoxy)propyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds

2004 ◽  
Vol 69 (10) ◽  
pp. 1889-1913 ◽  
Author(s):  
Marcela Krečmerová ◽  
Milena Masojídková ◽  
Antonín Holý
Keyword(s):  
Acetic Acid ◽  
Secondary Amines ◽  
Phosphonic Acids ◽  
Purine Bases ◽  
Subsequent Hydrolysis ◽  
Catalyzed Reactions ◽  
Derivatives Of ◽  
Related Compounds ◽  
Substituted Adenines

Base-catalyzed reactions of diethyl [(oxiranylmethoxy)methyl]phosphonate (2) with purine bases (adenine, 2,6-diaminopurine, 6-chloropurine and 2-amino-6-chloropurine) gave corresponding 9- or 7-[2-hydroxy-3-(phosphonomethoxy)propyl] purines. The adenine and 2,6-diaminopurine derivatives cyclize to cyclic phosphonates 4 and 6. The 9-[2-hydroxy-3-(phosphonomethoxy)propyl] derivatives of N6-substituted adenine and 2,6-diaminopurine (15-27) were prepared by the treatment of diethyl {[3-(6-chloropurin-9-yl)-2-hydroxypropoxy]methyl}phosphonate (11) or diethyl {[3-(2-amino-6-chloropurin-9-yl)-2-hydroxypropoxy]methyl}phosphonate (13) with primary or secondary amines. The reaction of 6-chloro- or 2-amino-6-chloropurine derivatives (11, 13) with thiourea gave the corresponding diethyl purine-6-thiol or 2-aminopurine-6-thiol phosphonates 47, 48. The guanine derivative 49 was prepared by the treatment of compound 13 with 80% acetic acid. All diethyl phosphonates were transformed to free phosphonic acids (31-43, 50-52) by the action of bromotrimethylsilane and subsequent hydrolysis.

Fluorinated tricyclic neuroleptics with prolonged action: 8-Methoxy, 8-ethoxy, 8-ethylthio and 8-hydroxy derivatives of 3-fluoro-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin

1982 ◽  
Vol 47 (5) ◽  
pp. 1382-1391 ◽  
Author(s):  
Jiří Jílek ◽  
Josef Pomykáček ◽  
Jiřina Metyšová ◽  
Miroslav Protiva
Keyword(s):  
Acetic Acid ◽  
Polyphosphoric Acid ◽  
Prolonged Action ◽  
Substitution Reactions ◽  
Methoxy Derivative ◽  
Chloro Derivatives ◽  
Boron Tribromide ◽  
Derivatives Of ◽  
Central Depressant ◽  
Boiling Toluene

Acids IIa-c were prepared by reactions of (4-fluoro-2-iodophenyl)acetic acid with 4-methoxythiophenol, 4-ethoxythiophenol and 4-(ethylthio)thiophenol and cyclized with polyphosphoric acid in boiling toluene to dibenzo[b,f]thiepin-10(11H)-ones IIIa-c. Reduction with sodium borohydride afforded the alcohols IVa-c which were treated with hydrogen chloride and gave the chloro derivatives Va-c. Substitution reactions with 1-methylpiperazine resulted in the title compounds Ia-c out of which the methoxy derivative Ia was transformed by demethylation with boron tribromide to the phenol Id. Compounds Ia-d are very potent neuroleptics exhibiting a clear prolongation of the central depressant and some prolongation of the cataleptic activity.

ChemInform Abstract: DIHALO DERIVATIVES OF NAPHTHOSTYRIL-N-ACETIC ACID

1978 ◽  
Vol 9 (34) ◽  
Author(s):  
A. P. KARISHIN ◽  
A. A. PECHKA ◽  
N. F. GRINEVA
Keyword(s):  
Acetic Acid ◽  
Derivatives Of

ChemInform Abstract: Anionic Derivatives of Pentafluoro-λ6-sulfanyl (Fluorosulfonyl) Acetic Acid Esters.

ChemInform ◽  
2010 ◽  
Vol 25 (7) ◽  
pp. no-no
Author(s):  
R. WINTER ◽  
G. L. GARD ◽  
R. MEWS ◽  
M. NOLTEMEYER
Keyword(s):  
Acetic Acid ◽  
Derivatives Of ◽  
Acetic Acid Esters ◽  
Acid Esters
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