ChemInform Abstract: NUCLEOPHILIC ADDITION TO DOUBLE BOND SYSTEMS. II. KINETICS OF THE REACTION OF F SULFITE WITH AROMATIC ALDEHYDES

Abstract Condensation of aminomethy lene-malononitrile (1a) with aromatic aldehydes and dimethylformamide-dimethylacetal, resp., leads to benzylidene-malononitriles (2a, b) and to dimethylaminomethylene-malononitrile (2e), resp. A mechanism of this cleavage of a C=C double bond is discussed. Several substituted enaminonitriles (1e-i) are prepared and the reactivity against aldehydes is studied. Thus, condensation of 3-Amino-2-cyano-crotononitrile (1e) with aldehydes leads to 2-amino-4-phenyl-1,3-butadiene-1,1-dicarbo-nitriles (3). 4-Oxo-2-phenyl-1,2,3,4-tetrahydro-5-pyrimidine-carbonitriles (4) are yielded by the reaction of 3-amino-2-cyano-crotonic-carboxamide (1h) and 3-amino-2-cyano-cinnamamide (1i), resp., with aldehydes. Condensation of 1h and 1i with ethyl ortho-formate leads to 3,4-dihydro-4-oxo-pyrimidine-carbonitriles (6).

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Reactions with 4-Thiohydantoin. Preparation of 5-Arylidene-4-Thiohydantoin, their Reactions towards Grignard Reagents and the Alkylating Agents

Zeitschrift für Naturforschung B ◽

10.1515/znb-1974-1-231 ◽

1974 ◽

Vol 29 (1-2) ◽

pp. 99-103 ◽

Cited By ~ 21

Author(s):

A. F. A. Shalaby ◽

H. A. Daboun ◽

S. S. M. Boghdadi

Keyword(s):

Double Bond ◽

Alkylating Agents ◽

Aromatic Aldehydes ◽

Grignard Reagents ◽

Cyclopropane Derivative ◽

Ethereal Diazomethane

4-Thiohydantoin and 1-phenyl-4-thiohydantoin reacted with aromatic aldehydes to give the corresponding 5-arylidene-4-thiohydantoin (1 a-h). la was obtained also from 5-benzylidene hydantoin and phosphorous pentasulphide. Grignard reagents added to the lateral double bond of (1 a-c) to give after hydrolysis the colorless products 3. Treatment of (1a, b) with alkylating agents gave the corresponding alkylmercapto derivatives (4 a-h). Also (4a, e) were obtained by the action of ethereal diazomethane on (1a, b). By further methylation of (4 e) with diazomethane, a cyclopropane derivative could be isolated.

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Solvent effect on the kinetics of nucleophilic addition of hydroxide ion to triphenylmethane dyes .

Kharkov University Bulletin Chemical Series ◽

10.26565/2220-637x-2016-26-05 ◽

2016 ◽

Cited By ~ 1

Author(s):

A. N. Laguta ◽

S. V. Eltsov

Keyword(s):

Solvent Effect ◽

Nucleophilic Addition ◽

Triphenylmethane Dyes ◽

Hydroxide Ion ◽

Kinetics Of

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Reactions of N-tricyanovinylamines with thiols in aqueous solutions

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19901630 ◽

1990 ◽

Vol 55 (6) ◽

pp. 1630-1634 ◽

Cited By ~ 1

Author(s):

Dušan Podhradský ◽

Helena Paulíková ◽

Ján Imrich

Keyword(s):

Double Bond ◽

Aqueous Solutions ◽

Reaction Rates ◽

Imino Group ◽

Group A ◽

Kinetics Of

Kinetics of reactions between N-substituted tricyanovinylamines and thiols, where primarily reduction of the C=C double bond takes place, was investigated under conditions adequate to physiological ones. The reaction rates did not depend either on the type of the reacting thiol, or on the pH of the medium, but they decreased with the increasing pKa value of the imino group. A quantitative conversion of the thiol peptide glutathione to its oxidized form was evidenced.

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