REACTION OF TRICHLOROACETONITRILE WITH PRIMARY AND SECONDARY AMINES: PART II. INFRARED SPECTRA OF N-SUBSTITUTED TRICHLOROACETAMIDINES

1959 ◽  
Vol 37 (4) ◽  
pp. 795-802 ◽  
Author(s):  
John C. Grivas ◽  
Alfred Taurins
Keyword(s):  
Infrared Spectra ◽  
Secondary Amines ◽  
Amino Group ◽  
Polar Solvents ◽  
Primary And Secondary Amines ◽  
Secondary Amino ◽  
Solid Phases ◽  
Infrared Absorption Spectra ◽  
Degree Of Association ◽  
Liquid And Solid Phases

A correlation between the infrared absorption spectra and the structure of 13 N-mono- and N-di-substituted trichloroacetamidines is presented. N-Alkyl- and N-aryl-trichloroacetami-dines associate strongly in the liquid and solid phases, and exist only in the imino form in non-polar solvents. They can be characterized by a strong band (amidine II band) at 1510–1525 cm−1 and 1570–1580 cm−1 respectively which is attributed to the deformation vibration [Formula: see text] of the secondary amino group. The degree of association of N-substituted trichloroacetamidines changes in the following order of substitution:[Formula: see text]

THE INFRARED SPECTRA OF SECONDARY AMINES AND THEIR SALTS

1956 ◽  
Vol 34 (12) ◽  
pp. 1782-1795 ◽  
Author(s):  
R. A. Heacock ◽  
Léo Marion
Keyword(s):  
Amino Acids ◽  
Secondary Amine ◽  
Infrared Spectra ◽  
Secondary Amines ◽  
Amino Group ◽  
Absorption Bands ◽  
Secondary Amino ◽  
Amine Salts

The infrared spectra of a number of secondary bases and of their salts have been examined. The spectra of the salts differ from those of the corresponding bases in containing several absorption bands that are absent from the latter. Those of the new bands occurring in the region 1620 to 1560 cm.−1, which are due to NH2+ deformation vibrations, are characteristic of secondary amine salts, and can be used to detect the presence of a secondary amino group in the original molecule. With aromatic bases the spectra are complicated because the ring absorption occurs in the same region, but in many cases the assignment can still be made, although with less certainty. In zwitterionic substances such as the secondary aliphatic amino acids, the function is more difficult to detect.

Metal derivatives of amide oximes. III. Products of the reaction between dialkyldichlorosilanes and amide oximes

1974 ◽  
Vol 27 (11) ◽  
pp. 2319 ◽  
Author(s):  
AB Goel ◽  
VD Gupta
Keyword(s):  
Infrared Spectra ◽  
Amino Group ◽  
Monomeric Form ◽  
Metal Derivatives ◽  
Secondary Amino ◽  
Derivatives Of

The reaction of dialkyldichlorosilanes with amide oximes leads to cyclic products whose monomeric form has an l-oxa-3,5-diaza-2-silacyclopent-4-ene structure. These compounds exist mostly in adimeric form, occasionally monomeric or trimeric. Their infrared spectra have been interpreted. The secondary amino group of the compounds has been trisilylated.

REACTION OF TRICHLOROACETONITRILE WITH PRIMARY AND SECONDARY AMINES: PART III. STRUCTURE OF AMIDINIUM CATION IN THE LIGHT OF INFRARED STUDY

1959 ◽  
Vol 37 (8) ◽  
pp. 1260-1265 ◽  
Author(s):  
John C. Grivas ◽  
Alfred Taurins
Keyword(s):  
Nitrogen Atom ◽  
Infrared Spectra ◽  
Equilibrium Mixture ◽  
Secondary Amines ◽  
Infrared Study ◽  
Imino Nitrogen ◽  
Primary And Secondary Amines ◽  
Single Structure

The infrared spectra of 14 trichloro- and trifluoro-acetamidine hydrochlorides were studied. It was concluded that protonation occurs at the imino nitrogen atom of the N-substituted amidines. Both nitrogens of the amidine grouping, C(=N)N, become electron-deficient due to resonance leading to the single structure (III), regardless of which of the tautomers is present in the equilibrium mixture, and of the number and type of substituents on the amidine nitrogen atoms. These findings predestine to failure any attempts to isolate the two amidine tautomers, whenever amidinium salts are involved as intermediates.

New Synthesis of N-Acylurea Derivatives

1993 ◽  
Vol 58 (3) ◽  
pp. 575-587 ◽  
Author(s):  
Peter Kutschy ◽  
Milan Dzurilla ◽  
Vlastimír Ficeri ◽  
Dušan Koščík
Keyword(s):  
Secondary Amines ◽  
Amino Group ◽  
Wide Applicability ◽  
New Synthesis ◽  
Primary And Secondary Amines

S-Allyl N-acylmonothiocarbamates react in boiling benzene with primary and secondary amines in the presence of catalytic amounts of triethylamine. In this reaction, the S-allyl group is replaced with the amino group under formation of N-acylurea derivatives in 45 - 90% yields. The wide applicability of the reaction is demonstrated by the synthesis of eighty four N-acyl-N'-substituted and N-acyl-N',N'-disubstituted ureas with various aliphatic, aromatic and heterocyclo substituents.

Infrared spectra of N-acetyl-L-α-amino-acid N'-methylamides with aliphatic side chains in non-polar solvents

1981 ◽  
Vol 46 (3) ◽  
pp. 772-780 ◽  
Author(s):  
Jorga Smolíková ◽  
Jan Pospíšek ◽  
Karel Bláha
Keyword(s):  
Amino Acid ◽  
Conformational Changes ◽  
Infrared Spectra ◽  
Room Temperature ◽  
Side Chains ◽  
Polar Solvents

Infrared spectra of the L-alanine (I), L-leucine (II), L-valine (III) and L-tert-leucine (IV) N-acetyl N'-methylamides were measured. Amides I-IV are not self associated in tetrachlormethane in the concentration 2 . 10-5 mol l-1 at room temperature and in tetrachloroethylene in the concentration 1.5 . 10-4 mol l-1 at temperatures above 65° C. True conformational changes are observable only with the least flexible amide IV which exists at room temperature in a C5 conformation. This conformational type is also highly populated in the valine derivative III, but is less important in the alanine and leucine derivatives I and II in which the intramolecularly bonded C7 and the distorted hydrogen-nonbonded conformations contribute seriously.

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.

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.

ChemInform Abstract: Continuous-Flow Oxidative Cyanation of Primary and Secondary Amines Using Singlet Oxygen.

ChemInform ◽  
2014 ◽  
Vol 45 (30) ◽  
pp. no-no
Author(s):  
Dmitry B. Ushakov ◽  
Kerry Gilmore ◽  
Daniel Kopetzki ◽  
D. Tyler McQuade ◽  
Peter H. Seeberger
Keyword(s):  
Singlet Oxygen ◽  
Continuous Flow ◽  
Secondary Amines ◽  
Primary And Secondary Amines
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