Reaction of ethoxyvinyl derivatives of pyrylium and pyridinium salts with primary and secondary amines

1974 ◽  
Vol 10 (10) ◽  
pp. 1166-1171 ◽  
Author(s):  
G. N. Dorofeenko ◽  
V. V. Mezheritskii ◽  
A. L. Vasserman
1984 ◽  
Vol 49 (1) ◽  
pp. 110-121 ◽  
Author(s):  
Jiří Křepelka ◽  
Drahuše Vlčková ◽  
Milan Mělka

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.


1984 ◽  
Vol 67 (4) ◽  
pp. 687-691
Author(s):  
F Taylor Noggle ◽  
C Randall Clark

Abstract The normal phase and reverse phase liquid chromatographic properties of seven 8-quinolinesulfonyl derivatives of primary and secondary amines are examined using dual wavelength ultraviolet detection. The amines are further identified by infrared spectrophotometry with emphasis on structural elucidation based on absorption bands at characteristic wavelengths.


1980 ◽  
Vol 63 (4) ◽  
pp. 702-706
Author(s):  
F Taylor Noggle

Abstract The high pressure liquid chromatographic properties of 13 phenylisothiocyanate derivatives of primary and secondary amines were examined with ultraviolet detection at 254 nm. Urine extracts of subjects who were taking ephedrine, phenylpropanolamine, and phentermine were also examined. The method described improves the chromatographic properties of the amines and also enhances their detectability.


2018 ◽  
Vol 7 (3) ◽  
pp. 198-203 ◽  
Author(s):  
Elena Salimova ◽  
Andrey Mamaev ◽  
Elena Tretyakova ◽  
Olga Kukovinets ◽  
Lyudmila Parfenova

New nitrogen-containing analogues of fusidane triterpenoids were synthesized via the reductive amination of 3,11-dioxo derivatives of fusidic acid and its methyl ester by primary and secondary amines (BunNH2, Pyrrolidine, NH2CH2CH2NH2) in the presence of sodium borohydrides. The reaction proceeds with high chemo- and stereoselectivity and gives 3β-amino substituted products with yields of 75-88%.


1987 ◽  
Vol 52 (11) ◽  
pp. 2699-2709 ◽  
Author(s):  
Dalimil Dvořák ◽  
Zdeněk Arnold

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.


ChemInform ◽  
2014 ◽  
Vol 45 (30) ◽  
pp. no-no
Author(s):  
Dmitry B. Ushakov ◽  
Kerry Gilmore ◽  
Daniel Kopetzki ◽  
D. Tyler McQuade ◽  
Peter H. Seeberger

1983 ◽  
Vol 105 (15) ◽  
pp. 5002-5011 ◽  
Author(s):  
Shunichi Murahashi ◽  
Noriaki Yoshimura ◽  
Tatsuo Tsumiyama ◽  
Takeyuki Kojima

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