scholarly journals Synthesis of Novel Symmetrical and Unsymmetrical o-Phthalic Acid Diamides

2014 ◽  
Vol 2014 ◽  
pp. 1-9
Author(s):  
Padam Praveen Kumar ◽  
Yervala Dathu Reddy ◽  
Chittireddy Venkata Ramana Reddy ◽  
Bhoomireddy Rama Devi ◽  
Pramod Kumar Dubey

Phthalic anhydride was treated with secondary amines in acetic acid yielding 2-(diethyl (or) 4-alkylpiperazine or morpholine-1-carbonyl) benzoic acids. The latter were reacted, again, with secondary amines and arylamines by using the coupling reagent HATU and Et3N as a base in DMF giving the novel symmetrical o-phthalic acid diamides [o-R1R1NCOC6H4CONR1R1], unsymmetrical o-phthalic acid diamides [o-R1R1NCOC6H4CONR1R2], and primary amidic-secondary amidic containing unsymmetrical o-phthalic acid diamides [o-R1R1NCOC6H4CONHAr], respectively.

1972 ◽  
Vol 50 (11) ◽  
pp. 1675-1677 ◽  
Author(s):  
S. Jerumanis ◽  
P. A. Begin ◽  
D. Vu Cong

Catechol reacts with boron sulfide to give 2,2′-o-phenylenedioxybis-(1,3,2-benzodioxaborole) (1) while only the hydroxyl function of salicylic acid reacts to give a quantitative yield of tris(o-carboxylphenoxy)borane (3). Phthalic acid is dehydrated to phthalic anhydride, but succinic acid and maleic acid have been found inert to the action of the boron sulfide.


1995 ◽  
Vol 68 (3) ◽  
pp. 782-786 ◽  
Author(s):  
Katsuhiko Nakamura ◽  
Yong-Zhong Da ◽  
Takahiro Jikihara ◽  
Hideaki Fujiwara

2021 ◽  
Author(s):  
Satyapriya Deka ◽  
Ankur K Guha ◽  
Diganta Kumar Das

Abstract Mercury (Hg) causes serious health issues in its all forms. Deficiency as well as excess of copper ion (Cu2+) in human body is hazardous. A series of four compounds have been derived from carboxylated benzoic acids (benzoic acid, isophthalic acid, terephthalic acid and phthalic acid) and 4H-1,2,4 triazole-4-amine and characterized. Fluorescencce detection of Hg2+ was recorded by the derivates with benzoic acid and isophthalic acid while the derivatives of terephthalic acid and phthalic acid detect Cu2+ by fluorescence “off” mode. Metal ions like Li+, Na+, K+, Zn2+, Al3+, Mg2+, Mn2+, Co2+, Ni2+, Cu2+, Cd2+, Pb2+ and Hg2+ found not to interfere. The stoichiometry of binding is 1:1 for the benzoic acid derivative with Hg2+ while it is 1:2 for the other three derivatives. The binding constants are ca. 10− 4.5 between the sensors and Hg2+ or Cu2+ and detection limits are around 10− 5.5 M. DFT calculation provided optimized geometries of the sensors and confirmed the stoichiometry of binding with Hg2+/Cu2+.


2016 ◽  
Vol 13 (1) ◽  
pp. 82-88
Author(s):  
Baghdad Science Journal

In this paper the new starting material 2-(5-chloro-1H-benzo[d]imidazole-2-yl) aniline (1) was synthesized by the condensation reaction of 4-chloro-o-phenylenediamine and anthranilic acid .The new Mannich base derivatives were synthesized using formaldehyde and different secondary amines to synthesize a new set of benzimidazole derivatives(2-5). Also, the new Schiff-base derivatives (6-10) were synthesized from the reaction of compound (1) with various aromatic aldehydes and the closure-ring was done successfully using mercapto acetic acid to get the new thiazolidine derivatives(11-12).These new compounds were characterized using some physical techniques like:FT-IR Spectra and 1HNMR Spectra.


2019 ◽  
Vol 16 (5) ◽  
pp. 765-771 ◽  
Author(s):  
Ali Maleki ◽  
Reza Taheri-Ledari ◽  
Reza Eivazzadeh-Keihan ◽  
Miguel de la Guardia ◽  
Ahad Mokhtarzadeh

Aim and Objective: Bacteria could become resistant to β-lactam antibiotics through production of β- lactamase enzymes like metallo-β-lactamase. 2-(2-mercaptoacetamido)-3-phenylpropanoic acid was reported as a model inhibitor for this enzyme. In order to elucidate the mechanism of action in the body’s internal environment, preparation of a labeled version of 2-(2-mercaptoacetamido)-3-phenylpropanoic acid finds importance. In this regard, we report a convenient synthetic pathway for preparation of carbon-14 labeled 2-(2- mercaptoacetamido)-3-phenylpropanoic acid. Materials and Methods: This study was initiated by using non-radioactive materials. Then, necessary characterization was performed after each of the reactions. Finally, the synthesis steps were continued to produce the target labeled product. For labeled products, the process was started from benzoic acid-[carboxyl- 14C] which has been prepared from barium 14C-carbonate. Chromatography column and NMR spectroscopy were used for purifications and identification of desired products, respectively. Barium [14C]carbonate was purchased from Amersham Pharmacia Biotech and was converted to [14C]benzyl bromide. Radioactivity was determined using liquid scintillation spectrometer. Results: We used [14C]PhCH2Br which was previously prepared from [14C]BaCO3, H2SO4, PhMgI, LAH and HBr, respectively. To neutralize the [14C]phenylalanine in acidic condition and to reach an isoelectric point of phenylalanine (pH = 5.48), Pb(OH)2 was used. Next, thioacetic acid and bromo acetic acid were used to prepare (acetylthio) acetic acid. A peptide coupling reagent was used in this stage to facilitating amide bond formation reaction between [14C]methyl-2-amino-3-phenyl propanoate hydrochloride and (acetylthio) acetic acid. Conclusion: Carbon-14 labeled 2-(2-mercaptoacetamido)-3-phenylpropanoic acid via radioactive phenylalanine was obtained with overall chemical yield 73% and radioactivity 65.3 nCi. The labeled target product will be used for in vivo pharmacological studies.


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