scholarly journals 1-[(1S,2S)-1,2-Bis(2-hydroxyphenyl)-2-pivaloylaminoethylamino]-2,2-dimethyl-1-propanone

Molbank ◽  
10.3390/m1054 ◽  
2019 ◽  
Vol 2019 (1) ◽  
pp. M1054
Author(s):  
Fulgentius Lugemwa
Keyword(s):  
13C Nmr ◽  
Room Temperature ◽  
1H And 13C Nmr ◽  
Cosy Spectrum ◽  
Research Areas

When 2-[(1S,2S)-1,2-diamino-2(2-hydroxyphenyl)ethyl]phenol (I) was reacted with 2 mole equivalents of trimethyl acetic (pivalic) anhydride in tetrahydrofuran at room temperature, 1-[(1S,2S)-1,2-bis(2-hydroxyphenyl)-2-pivaloylaminoethylamino]-2,2-dimethyl-1-propanone (II) was obtained quantitatively as the only product. The structure of the product was determined using 1H- and 13C-NMR. The COSY spectrum indicated that the single –NH was coupled to the single benzylic proton, –CH. The versality of the transformation could be used to generate additional compounds for use in various research areas.

A Domino Reaction for the Synthesis of Novel 1,3-Dihydrofuro[3,4-c]pyridines from Pyridoxal and Ketones

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 365-370
Author(s):  
Lucas Pizzuti ◽  
Izamara Casadia ◽  
Thalita O. Daher ◽  
Sidnei Moura ◽  
Davi F. Back ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Room Temperature ◽  
13C Nmr Spectroscopy ◽  
Domino Reaction ◽  
Alkyl Aryl ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Pyridine Series

A convenient domino route for the synthesis of novel 1,3-dihydrofuro[3,4-c]pyridines from pyridoxal and alkyl, aryl or heteroaryl ketones under basic conditions is reported. A series of nine derivatives is obtained in 53–90% yields after stirring reactants for 48 hours at room temperature. Most products are easily isolated by filtration followed by recrystallization from ethanol. All products were fully characterized by FTIR, HRMS, and 1H and 13C NMR spectroscopy. The X-ray crystal structure of a representative example of the 1,3-dihydrofuro[3,4-c]pyridine series is also presented.

scholarly journals Regioselective Three Component Domino Synthesis of Polyhydrospiro[indoline-3,3'-pyrrolizine]-2-one via [3+2] Cycloaddition Reaction

2019 ◽  
Vol 31 (3) ◽  
pp. 613-616
Author(s):  
Vishwa Deepak Tripathi ◽  
Akhilesh Kumar Shukla ◽  
Hasan Shamran Mohammed
Keyword(s):  
Ir Spectra ◽  
Multicomponent Reaction ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Mass Spectra ◽  
Room Temperature ◽  
Cycloaddition Reaction ◽  
Synthetic Chemistry ◽  
1H And 13C Nmr ◽  
Orbital Interactions

In present work, we have reported the synthesis and characterisation of novel hexahydrospiro[indoline-3,3′-pyrrolizine]-2-one derivatives in good to excellent yields via [3+2] cycloaddtion reaction in regioselective manner. These compounds were synthesized via multicomponent reaction of substituted 3-cinnamoyl-4-hydroxy-6-methyl-2H-pyran-2-one, isatin, L-proline at room temperature. All the synthesized hexahydrospiro molecules were characterized by 1H and 13C NMR, IR spectra, mass spectra and elemental analysis. Regioselectivity in synthesized molecules were also explained on the basis of secondary orbital interactions. A simple and facile methodology is developed which has great importance in synthetic chemistry.

Identification of Aminopyrimidine Regioisomers via Line Broadening Effects in 1H and 13C NMR Spectroscopy

2004 ◽  
Vol 57 (11) ◽  
pp. 1079 ◽  
Author(s):  
James Garner ◽  
Tim Hill ◽  
Luke Odell ◽  
Paul Keller ◽  
Jody Morgan ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Diagnostic Tool ◽  
Room Temperature ◽  
Medicinal Chemistry ◽  
13C Nmr Spectroscopy ◽  
Primary Amines ◽  
Two Dimensional ◽  
Line Broadening ◽  
1H And 13C Nmr

Substituted mono- and diamino-pyrimidines were synthesized as part of our medicinal chemistry programmes. Primary amines substituted at the 4-position exhibited room-temperature line broadening effects in both 1H and 13C NMR spectroscopy due to the presence of rotamers, but these effects were not observed for substituents in the 2-position. This provided a simple diagnostic tool for the identification of regioisomers, a determination which would otherwise have required two-dimensional experiments.

scholarly journals Synthesis of Novel N-Acylhydrazones and Their C-N/N-N Bond Conformational Characterization by NMR Spectroscopy

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4908
Author(s):  
Rubina Munir ◽  
Noman Javid ◽  
Muhammad Zia-ur-Rehman ◽  
Muhammad Zaheer ◽  
Rahila Huma ◽  
...  
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Room Temperature ◽  
Aromatic Aldehydes ◽  
Spectral Studies ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr ◽  
Mass Spectral ◽  
Nmr Techniques ◽  
Ft Ir

In this article, a synthesis of N’-(benzylidene)-2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazides and their structural interpretation by NMR experiments is described in an attempt to explain the duplication of some peaks in their 1H- and 13C-NMR spectra. Twenty new 6-methyl-1H-pyrazolo[3,4-b]quinoline substituted N-acylhydrazones 6(a–t) were synthesized from 2-chloro-6-methylquinoline-3-carbaldehyde (1) in four steps. 2-Chloro-6-methylquinoline-3-carbaldehyde (1) afforded 6-methyl-1H-pyrazolo[3,4-b]quinoline (2), which upon N-alkylation yielded 2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetate (3). The hydrazinolysis of 3 followed by the condensation of resulting 2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazide (4) with aromatic aldehydes gave N-acylhydrazones 6(a–t). Structures of the synthesized compounds were established by readily available techniques such as FT-IR, NMR and mass spectral studies. The stereochemical behavior of 6(a–t) was studied in dimethyl sulfoxide-d6 solvent by means of 1H NMR and 13C NMR techniques at room temperature. NMR spectra revealed the presence of N’-(benzylidene)-2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazides as a mixture of two conformers, i.e., E(C=N)(N-N) synperiplanar and E(C=N)(N-N)antiperiplanar at room temperature in DMSO-d6. The ratio of both conformers was also calculated and E(C=N) (N-N) syn-periplanar conformer was established to be in higher percentage in equilibrium with the E(C=N) (N-N)anti-periplanar form.

1H and 13C nmr study of exchange and isomerism in dimethylsulphoxide solutions of neutral methylmercury–xanthosine complexes

1985 ◽  
Vol 63 (7) ◽  
pp. 2054-2058 ◽  
Author(s):  
François Allaire ◽  
Michel Simard ◽  
André L. Beauchamp
Keyword(s):  
13C Nmr ◽  
Room Temperature ◽  
Free Ligand ◽  
1H And 13C Nmr ◽  
Slow Exchange ◽  
Linkage Isomers ◽  
Nmr Study ◽  
C Nmr

The xanthosine (H2Xan) complexes (CH3Hg)(HXan) and (CH3Hg)2(Xan) have been studied in (CD3)2SO solution at room temperature by 1H (90 MHz) and 13C nmr (20.1 MHz) spectroscopy. For (CH3Hg)2(Xan), where the N1-H and N3-H protons have been substituted by CH3Hg+ groups, individual 1H and 13C resonances from the unequivalent CH3Hg+ groups indicate that these cations do not exchange rapidly between the two sites. For solutions of (CH3Hg)(HXan), in which only one of the N—H protons has been substituted, both types of spectra show two sets of resonances for the purine unit as well as for the CH3Hg+ groups. This indicates that the 1:1 complex exists as two linkage isomers (N3—H, N1—Hg) and (N3—Hg, N1—H) in slow exchange. These two isomers are formed in equal amounts. When free xanthosine is added, the N3-mercurated complex exchanges rapidly with the free ligand, whereas the N1-mercurated complex does not exchange.

scholarly journals Synthesis, Characterization, Spectral Studies and Antimicrobial Study on Mixed Ligand Complexes of Chloro-arsenic(III) Derived from β-Ketiminates & Piperidine Dithiocarbamate Ligand Moity

2019 ◽  
pp. 1-9
Author(s):  
Deepak Kumar Sharma ◽  
Jyoti Sharma ◽  
Ramavtar Sharma
Keyword(s):  
Antimicrobial Activity ◽  
13C Nmr ◽  
Room Temperature ◽  
Benzene Solution ◽  
Mixed Ligand ◽  
Spectral Studies ◽  
Equimolar Ratio ◽  
1H And 13C Nmr ◽  
E Coli ◽  
Dithiocarbamate Ligand

A series of Chloro-arsenic(III) complexes with N, O donor β-ketiminate ligand (L1) and S, S donor piperidine dithiocarbamate ligand (L2) have been  synthesized by the reactions of AsCl3 with both ligands in equimolar ratio by stirring at room temperature in benzene solution. All these synthesized compounds have been characterized by Elemental Analysis, IR, (1H and 13C) NMR Spectral and ESI-Mass Studies. Both Ligands and their corresponding Chloro-arsenic (III) complexes have been screened for antimicrobial activity against the various bacterial (E. Coli, B. Subtalis and P. Aeruginosa) and fungal (T. Resei, P. Funiculosum and Fusarium) strains and results obtained .

Some Considerations Regarding the 1H and 13C Spectra of 4-(1-azulenyl)-2,6-bis(2-heteroaryl-vinyl)- pyrylium and Pyridinium and their Corresponding Pyridines

2018 ◽  
Vol 69 (1) ◽  
pp. 64-69
Author(s):  
Liviu Birzan ◽  
Mihaela Cristea ◽  
Constantin C. Draghici ◽  
Alexandru C. Razus
Keyword(s):  
Double Bond ◽  
13C Nmr ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Pyridinium Salts ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr ◽  
Pyrylium Salts

The 1H and 13C NMR spectra of several 2,6-diheteroarylvinyl heterocycles containing 4-azulenyl moiety were recorded and their proton and carbon chemical shifts were compared with those of the compounds without double bond between the heterocycles. The influence of the nature of central and side heterocycles, molecule polarization and anisotropic effects were revealed. The highest chemical shifts were recorded for the pyrylium salts and the lowest at pyridines, but in the case of the pyridinium salts, the protons chemical shifts at the central heterocycle are more shielded due to a peculiar anisotropy of the attached vinyl groups.

Synthesis of Highly Functionalized Quinazoline-2,4(1H,3H)-diones from Isocyanides, Aniline and Isocyanate via Cu-Catalyzed Intermolecular C-H Activation Reactions

2020 ◽  
Vol 17 (11) ◽  
pp. 832-836
Author(s):  
Manijeh Nematpour ◽  
Hossein Fasihi Dastjerdi ◽  
Mehdi Jahani ◽  
Sayyed Abbas Tabatabai
Keyword(s):  
13C Nmr ◽  
Reaction Times ◽  
High Yield ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Activation Reaction ◽  
Elemental Analyses

A simple and appropriate procedure for the synthesis of quinazoline-2,4(1H,3H)-dione derivatives from isocyanides, aniline and isocyanate via the Cu-catalyzed intramolecular C-H activation reaction is reported. The advantages of this method are one-pot conditions, accessible starting materials- catalyst, high yield of products, and short reaction times. The structures are confirmed spectroscopically (1H- and 13C-NMR, IR and EI-MS) and by elemental analyses.

The Development of Tyrosyl-DNA Phosphodyesterase 1 (TDP1) Inhibitors Based on the Amines Combining Aromatic/Heteroaromatic and Monoterpenoid Moieties

2019 ◽  
Vol 16 (5) ◽  
pp. 597-605 ◽  
Author(s):  
Evgenii Mozhaitsev ◽  
Evgenii Suslov ◽  
Yuliya Demidova ◽  
Dina Korchagina ◽  
Konstantin Volcho ◽  
...  
Keyword(s):  
Dna Repair ◽  
Tumor Cell ◽  
13C Nmr ◽  
Inhibitory Activity ◽  
Secondary Amines ◽  
Repair Enzyme ◽  
1H And 13C Nmr ◽  
Chemical Structures ◽  
Natural Substances ◽  
Micromolar Range

Background: Inhibition of the DNA repair enzyme, tyrosyl-DNA phosphodiesterase 1 (TDP1), may increase the efficacy of cancer drugs that cause damage to tumor cell DNA. Among the known TDP1 inhibitors, there are compounds containing moieties of natural substances, e.g., monoterpenoids. In this work, we synthesized several compounds containing aromatic/ heteroaromatic amines and monoterpenoid groups and assessed their TDP1 inhibition potential. Methods: Structures of all the synthesized compounds were confirmed by 1H and 13C NMR as well as HRMS. The TDP1 inhibitory activity of the amines was determined by real-time fluorescence oligonucleotide biosensor. Results: The synthesized secondary amines had TDP1 inhibitory activity IC50 in the range of 0.79-9.2 µM. The highest activity was found for (–)-myrtenal derivatives containing p-bromoaniline or m-(trifluoromethyl)aniline residue. Conclusion: We synthesized 22 secondary amines; of these, 17 amines are novel chemical structures. Many of the amines inhibit TDP1 activity in the low micromolar range. Therefore, these compounds are promising for further study of their antiproliferative activity in conjunction with DNA damaging drugs.

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