Reaction of arylmethylenemalonaldehydes with some nucleophiles

1987 ◽  
Vol 52 (11) ◽  
pp. 2699-2709 ◽  
Author(s):  
Dalimil Dvořák ◽  
Zdeněk Arnold
Keyword(s):  
Inorganic Anions ◽  
Secondary Amines ◽  
Tertiary Amines ◽  
Primary And Secondary Amines ◽  
Dipolar Structure

Reaction of arylmethylenemalonaldehydes with tributylphosphine and tertiary amines affords compounds of dipolar structure whereas reaction with primary and secondary amines leads to 1,4-addition products. Salts of nucleophilic inorganic anions add to arylmethylenemalonaldehydes under formation of salts of substituted malonaldehydes.

Cyclization kinetics and mechanism of N-benzoyl-N'-(1,2-dimethyl-3-oxo-1-butenyl)thiourea

1983 ◽  
Vol 48 (2) ◽  
pp. 578-585 ◽  
Author(s):  
Jaromír Kaválek ◽  
Tomáš Potěšil ◽  
Vojeslav Štěrba
Keyword(s):  
Hydrochloric Acid ◽  
Secondary Amines ◽  
Tertiary Amines ◽  
Cyclization Product ◽  
Ph Values ◽  
Hydroxyl Ion ◽  
Primary And Secondary Amines ◽  
Acids And Bases ◽  
Cyclization Kinetics ◽  
Kinetics Of

Cyclization kinetics of N-benzoyl-N'-(1,2-dimethyl-3-oxo-1-butenyl)thiourea have been studied in aqueous and methanolic solutions of acids and bases. In all cases the cyclization product is 4,5,6-trimethyl-2,5-dihydro-2-thioxopyrimidine or its protonated or deprotonated forms. In dilute methanolic and aqueous hydrochloric acid the substrate reacts in its monoprotonated form. The cyclization in basic media is catalyzed by methoxide or hydroxyl ion and also by primary and secondary amines at such pH values where the catalysis by lyate ion is practically insignificant. Tertiary amines and acetate ion do not catalyze the cyclization.

The dimerization of ammonia and amines

1950 ◽  
Vol 200 (1063) ◽  
pp. 566-572 ◽  
Keyword(s):  
Hydrogen Bonding ◽  
Virial Coefficients ◽  
Secondary Amines ◽  
Tertiary Amines ◽  
Second Virial Coefficients ◽  
Primary And Secondary Amines

The second virial coefficients of ammonia and the vapours of the primary, secondary and tertiary methylamines and ethylamines have been measured at temperatures between 20 and 130° C. The results are interpreted as showing that dimerization occurs with ammonia and with the primary and secondary amines, but not with the tertiary amines. The dimerization is attributed to hydrogen bonding, and the energy of the N—H....N bond is discussed.

Determination of tertiary amines in non-aqueous solvents in the presence of primary and secondary amines

1992 ◽  
Vol 342 (7) ◽  
pp. 581-585 ◽  
Author(s):  
P. L�pez Mah�a ◽  
J. Simal G�ndara ◽  
P. Paseiro Losada ◽  
S. Paz Abu�n ◽  
J. Simal Lozano
Keyword(s):  
Secondary Amines ◽  
Tertiary Amines ◽  
Primary And Secondary Amines

The synthesis of sterically hindered amines by a direct reductive amination of ketones

2016 ◽  
Vol 52 (7) ◽  
pp. 1397-1400 ◽  
Author(s):  
Niyaz Z. Yagafarov ◽  
Pavel N. Kolesnikov ◽  
Dmitry L. Usanov ◽  
Valentin V. Novikov ◽  
Yulia V. Nelyubina ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Reductive Amination ◽  
Secondary Amines ◽  
Tertiary Amines ◽  
Primary And Secondary Amines ◽  
Sterically Hindered ◽  
Hindered Amines

An atom-economical methodology for the synthesis of sterically hindered tertiary amines was developed, which is based on a complementary Rh- and Ru-catalyzed direct reductive amination of ketones with primary and secondary amines using carbon monoxide as a deoxygenating agent.

Some 1-substitution derivatives of 4-aryl-2,3-dihalogeno-1-naphthols

1984 ◽  
Vol 49 (1) ◽  
pp. 110-121 ◽  
Author(s):  
Jiří Křepelka ◽  
Drahuše Vlčková ◽  
Milan Mělka
Keyword(s):  
Thionyl Chloride ◽  
Oxirane Ring ◽  
Secondary Amines ◽  
Two Phase ◽  
Lytic Effect ◽  
Primary And Secondary Amines ◽  
Phase Medium ◽  
Chloro Derivatives ◽  
Derivatives Of

Alkylation of derivatives of 4-aryl-1-naphthols (I-V) by 2,3-epoxypropyl chloride in methanolic sodium hydroxide gave epoxy derivatives VI, VIII, IX, XI and XII, apart from products of cleavage of the oxirane ring, VII and X. Analogous alkylation of compounds I, IV and V by 2-(N,N-diethylamino)ethyl chloride hydrochloride in a two-phase medium afforded basic ethers XIII to XV. The cleavage of the oxirane ring in compound VI by the action of primary and secondary amines, piperidine and substituted piperazines led to compounds XVI-XXIV. Reaction of thionyl chloride with compounds XXI, XXII and XXIV gave chloro derivatives XXV-XXVII.Exposure of compound XXII to 4-methylbenzenesulfonyl chloride produced compound XXVIII, retaining the secondary alcoholic group. In an antineoplastic screening in vivo none of the compounds prepared had an appreciable activity. Compound XVII, being an analogue of propranolol, was used in the test of isoproterenolic tachycardia, and showed a beta-lytic effect comparable with that of propranol.

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