Synthesis of 2-fluoropropenoic acid derivatives

1983 ◽  
Vol 48 (1) ◽  
pp. 319-326 ◽  
Author(s):  
Vladimír Tolman ◽  
Pavla Špronglová
Keyword(s):  
Michael Addition ◽  
Free Acid ◽  
Propanoic Acid ◽  
Derivatives Of ◽  
The Michael Addition ◽  
Acid Esters

A method is described for the synthesis of 2-fluoropropenoic acid esters, amides, and nitrile from the corresponding derivatives of 2-fluoro-3-(4-toluenesulfonyloxy)propanoic acid by heating with potassium phthalimide in vacuo. The free acid Ia and its chloride have also been synthesized. The reactivity of esters and nitrile of acid Ia has been verified by the Michael addition of diethyl acetamidomalonate to these compounds.

Unexpected formation of 5-alkylidene derivatives of hydantoin from the Michael addition of 4-phenylurazole to fumaric esters

Tetrahedron ◽  
2016 ◽  
Vol 72 (14) ◽  
pp. 1736-1741 ◽  
Author(s):  
Zahra Soltanzadeh ◽  
Gholamhassan Imanzadeh ◽  
Nader Noroozi-Pesyan ◽  
Ertan Şahin ◽  
Hemayat Hooshmand
Keyword(s):  
Michael Addition ◽  
Unexpected Formation ◽  
Derivatives Of ◽  
The Michael Addition

Some derivatives of 5-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl)pentanoic acid

1986 ◽  
Vol 51 (5) ◽  
pp. 1140-1149 ◽  
Author(s):  
Jiří Křepelka ◽  
Antonín Černý ◽  
Rudolf Kotva ◽  
Jaroslav Vachek ◽  
Milan Mělka
Keyword(s):  
Free Acid ◽  
Guanidine Hydrochloride ◽  
Amino Acid Esters ◽  
Pentanoic Acid ◽  
Urea Derivative ◽  
Sodium Ethylate ◽  
Chloride Method ◽  
Derivatives Of ◽  
Tumour Activity ◽  
Acid Esters

Using the chloride method esters II - X, amides XI - XIV, and condensates with amino acid esters XV - XVII were prepared from 5-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl)pentanoic acid (I); the amides XIII and XIV were also prepared by aminolysis of ester II. The derivative of glycine, XVIII, was obtained on saponification of ester XV, also obtained by condensation of triethyl ester of N-(6,6-dicarboxyhexanol)glycine (XXIII) with guanidine hydrochloride in a medium containing sodium ethylate. Hydrazinolysis of ethyl ester XXIV gave hydrazine XIX. Disubstituted ureas XX - XXI were obtained on reaction of esters VI and XXIV with 2-chloroethyl isocyanate; saponification of the ester function in the urea derivative XX led to the free acid XXII. Reaction of acid I with an excess of diazomethane gave a mixture of compounds in which compound XXV (a product of esterification and O-methylation) and XXVI( a product of esterification, O-methylation, and N-methylation) predominated. None of the substances prepared displayed a clear ant-tumour activity. Some of the substances tested affected the weight of experimental tumours (XV, XVI, XX, XXV) or protracted the survival time of experimental animals (XXVI, XX). Substance XX had the broadest spectrum of activity.

ChemInform Abstract: Unexpected Formation of 5-Alkylidene Derivatives of Hydantoin from the Michael Addition of 4-Phenylurazole to Fumaric Esters.

ChemInform ◽  
2016 ◽  
Vol 47 (28) ◽  
Author(s):  
Zahra Soltanzadeh ◽  
Gholamhassan Imanzadeh ◽  
Nader Noroozi-Pesyan ◽  
Ertan Sahin ◽  
Hemayat Hooshmand
Keyword(s):  
Michael Addition ◽  
Unexpected Formation ◽  
Derivatives Of ◽  
The Michael Addition

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

Study of the Michael addition of β-cyclodextrin–thiol complexes to conjugated alkenes in water

2005 ◽  
pp. 669-671 ◽  
Author(s):  
N. Srilakshmi Krishnaveni ◽  
K. Surendra ◽  
K. Rama Rao
Keyword(s):  
Michael Addition ◽  
The Michael Addition
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