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.

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]

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.

Infrared Spectra of Amino Acids in the 700-400 cm−1 Region

1966 ◽  
Vol 49 (5) ◽  
pp. 1083-1085
Author(s):  
R J Warren ◽  
W E Thompson ◽  
J E Zarembo ◽  
I B Eisdorfer
Keyword(s):  
Amino Acids ◽  
Spectral Data ◽  
Infrared Spectra ◽  
Absorption Bands ◽  
Structure Correlations ◽  
Infrared Data

Abstract The spectra of 49 amino acids and closely related metabolites of varying structure have been studied and analyzed in the region 700–400 cm−1; these amino acids have four characteristic bands in this region. Spectra-structure correlations and assignments of the absorption bands are presented and discussed. This compilation of data is an important supplement to existing infrared data in the 4000–650 cm−1 range. It should provide spectral data for ready identification of a large number of amino acids and make it possible to verify spectral data which is either inconclusive or ambiguous.

scholarly journals New 4-iminohydantoin sulfamide derivatives with antiviral and anticancer activity

2021 ◽  
Vol 16 (1) ◽  
pp. 10-17
Author(s):  
Yurii Kornii ◽  
Oleh Shablykin ◽  
Olga Shablykina ◽  
Volodymyr Brovarets
Keyword(s):  
Amino Acids ◽  
Anticancer Activity ◽  
Carboxylic Acids ◽  
Human Cytomegalovirus ◽  
Methyl Esters ◽  
Amino Group ◽  
Secondary Amino

A number of sulfamides were obtained by reaction of (5-(dichloromethylene)-2-oxoimidazolidin-4-ylidene)sulfamoyl chloride with anilines, benzylamines, Boc-protected piperazine, methylalylamine, and amino acids methyl esters with primary and secondary amino group. The antiviral and anticancer activity of new derivatives was evaluated. The most effective compounds against Human cytomegalovirus were sulfamides based on anisidine (1b), N-Boc-piperazine (1h), and the derivatives 1n,o with fragments of nipecotic and azetidine-3-carboxylic acids, respectively. Anticancer activity was most significant for sulfamides based on p-methoxybenzylamine (compound 1d), benzylmethylamine (compound 1f), and allylmethylamine (compound 1g).

Syntheses of Enantiopure 1,2-Ethylenediamines with Tethered Secondary Amines of the Formula H2NCH2CH[(CH2) n NHMe]NH2 (n = 1–4) from α-Amino Acids: New Agents for Asymmetric Catalysis

Synthesis ◽  
2020 ◽  
Vol 52 (21) ◽  
pp. 3277-3285 ◽  
Author(s):  
John A. Gladysz ◽  
Connor Q. Kabes ◽  
Jack H. Gunn ◽  
Maximilian A. Selbst ◽  
Reagan F. Lucas
Keyword(s):  
Amino Acids ◽  
Carboxylic Acid ◽  
Asymmetric Catalysis ◽  
Secondary Amine ◽  
Secondary Amines ◽  
New Agents ◽  
Amino Carboxylic Acid ◽  
Tris Hydrochloride ◽  
Alkyl Carbamate

Tris(hydrochloride) adducts of the title compounds­ are prepared from the inexpensive α-amino acids H2N(C=O)CH2CH(NH2)CO2H, HO(C=O)(CH2) n′CH(NH2)CO2H (n′ = 1, 2), and H2N(CH2)4CH(NH2)CO2H, respectively (steps/overall yield = 5/32%, 7/30%, 7/33%, 5/38%). The NH2 group that is remote from the secondary amine is installed via BH3 reduction of an amide [–(C=O)NR2] derived­ from an α-amino carboxylic acid. The MeNHCH2 units are introduced by BH3 reductions of alkyl carbamate [RO(C=O)NHCH2–; R = Et, t-Bu] or amide [MeHN(C=O)–] moieties.

α-OBSCURINE AND β-OBSCURINE: STRUCTURE STUDIES

1953 ◽  
Vol 31 (10) ◽  
pp. 952-957 ◽  
Author(s):  
Barry P. Moore ◽  
Léo Marion
Keyword(s):  
Absorption Spectrum ◽  
Double Bond ◽  
Infrared Absorption ◽  
Infrared Absorption Spectrum ◽  
The Other ◽  
Ultraviolet Absorption Spectrum ◽  
Amino Group ◽  
Absorption Bands ◽  
Secondary Amino ◽  
Cyclic Lactam

The alkaloid hitherto described as obscurine has been shown to consist of a mixture of two bases, α-obscurine (C17H26ON2) and β-obscurine (C17H24ON2). Dehydregenation of α-obscurine by heating with palladium-charcoal gives rise to 7-methylquinoline and 6-methyl-α-pyridone. The infrared absorption spectrum of the base shows absorption bands indicative of a carbony and of a secondary amino group, possibly in a cyclic lactam, while absorption in the ultraviolet indicates the presence of a double bond conjugated with the carbonyl group. β-Obscurine on the other hand contains an α-pyridone ring as shown by its infrared absorption spectrum and also by the similarity of its ultraviolet absorption spectrum with that of 6-methyl-α-pyridone.

The Infrared Spectra of Amino Acids and Some Simple Polypeptides to 33 cm−1 at Room and Liquid Nitrogen Temperatures

1971 ◽  
Vol 25 (2) ◽  
pp. 175-182 ◽  
Author(s):  
William R. Feairheller ◽  
J. T. Miller
Keyword(s):  
Amino Acids ◽  
Low Temperature ◽  
Ir Spectra ◽  
Liquid Nitrogen ◽  
Infrared Spectra ◽  
Low Temperatures ◽  
Low Frequency ◽  
Absorption Bands ◽  
Frequency Bands ◽  
Analytical Information

The ir spectra of a number of amino acids have been studied and the absorption bands in the 400–33 cm−1 region are reported. Spectra were recorded at both room and liquid nitrogen temperatures. It was observed that recording at low temperatures is a useful method for obtaining additional analytical information when the amino acids are in the zwitterion form. Low temperature is also useful in determining the assignment of several of the low frequency bands.

THE STRUCTURE OF PYRROLE SALTS AND THE BASIC STRENGTHS OF SOME SIMPLE PYRROLES

1958 ◽  
Vol 36 (12) ◽  
pp. 1686-1690 ◽  
Author(s):  
E. Bullock
Keyword(s):  
Secondary Amine ◽  
Infrared Spectra ◽  
Spectroscopic Data ◽  
Free Base ◽  
Substituted Pyrroles ◽  
Amine Salts

The infrared spectra of hydrohalide salts of some substituted pyrroles are typical of secondary amine salts. Unlike the free base, cryptopyrrole hydrochloride is easily hydrogenated. The basic strengths of cryptopyrrole and 2,4-dimethylpyrrole are calculated from ultraviolet spectroscopic data.

Synthesis of N4-Substituted Derivatives of 1-[2-(Phosphonomethoxy)ethyl]cytosine and Its Diisopropyl Ester as a Model Reaction for the Synthesis of N4-Substituted Derivatives of Cidofovir

2005 ◽  
Vol 70 (12) ◽  
pp. 2066-2074 ◽  
Author(s):  
Šárka Chalupová ◽  
Antonín Holý ◽  
Milena Masojídková
Keyword(s):  
Secondary Amine ◽  
Model Reaction ◽  
Aqueous Methanol ◽  
Derivatives Of ◽  
Amine Salts

We have studied the reaction of 1-[2-(phosphonomethoxy)ethyl]cytosine (1) and its diisopropyl ester (2) with triethylammonium hydrogensulfite in 60% aqueous methanol. In the presence of some primary or secondary amine salts, at 25-70 °C, this reaction affords transaminated derivatives 4a-4e and 5a, 5b as main products accompanied by uracil compounds. However, with certain amines the reaction failed.

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