• Title/Summary/Keyword: 4-Aminobenzoic acid

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Facile One-Pot Synthesis of PABA from MFB (MFB를 이용한 PABA One-Pot 합성법)

  • Kim, Kyung-Duck;Ryu, Young;Kim, Seok-Chan
    • Applied Chemistry for Engineering
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    • v.25 no.3
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    • pp.337-339
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    • 2014
  • A facile one-pot synthesis of p-aminobenzoic acid from methyl 4-formylbenzoate which is a main by product in dimethyl terephthalate production process has been developed. This process involves the formation of amide intermediate obtained from the reaction of an aldehyde in methyl 4-formylbenzoate with chlorine in methylene chloride and the subsequent treatment of acid chloride with ammonia. The resulting amide was converted into amine using Hofmann degradation to afford a p-aminobenzoic acid. This facile one-pot process does not involve any expensive materials and should offer an attractive alternative to p-aminobenzoic acid production.

Characteristics of Chlorination Byproduct Formation of Synthetic Nitrogenous Compounds (합성유기질소 성분에서의 염소 소독부산물 생성 특성)

  • Son, Hee-Jong;Hwang, Young-Do;Roh, Jae-Soon;Bean, Jae-Hoon
    • Journal of Korean Society of Environmental Engineers
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    • v.32 no.5
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    • pp.523-530
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    • 2010
  • This study was conducted to analyze and determine formation potentials for chlorination disinfection by-products (DBPs) from 14 synthetic nitrogen compounds with or without $Br^-$. 5 of 14 compounds were 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid and 4-nitroaniline that were relatively shown high for formation of THMs/DOC whether or not $Br^-$ presented. 6 compounds that were p-nitrophenol, 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid and 4-nitroaniline were shown high for formation of haloacetic acids (HAAs)/DOC whether or not $Br^-$ presented. Trichloroacetic acid (TCAA) was dominated in 6 compounds. The formation of haloacetonitriles (HANs)/DOC whether or not $Br^-$ presented was high in 3-aminobenzoic acid, 2-aminophenol, aniline and anthranilic acid. Specially, aniline was detected 14.6∼16.1 ${\mu}g/mg$. The formation of chloral hydrate (CH)/DOC and chloropicrin (CP)/DOC were shown high in 3-aminobenzoic acid and 2-aminophenol in 14 compounds. 6 compounds (3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid, 4-nitroaniline, p-nitrophenol) and a commercial humic acid were tested for the formation of DBPs/DOC whether or not $Br^-$ presented. When $Br^-$ was added, the DBPs/DOC was higher for the order of aniline> anthranilic acid> 3-aminobenzoic acid> 4-nitroaniline> humic acid> p-nitrophenol> 2-aminophenol. And when $Br^-$ was not added, the DBPs/DOC was higher for the order of anthranilic acid> aniline> p-nitrophenol> humic acid> 4-nitroaniline> 3-aminobenzoic acid> 2-aminophenol.

Effects of Polyethylene Glycol 400 on Permeability of p-Aminobenzoic Acid Esters (p-Aminobenzoic Acid Ester류의 약물방출에 미치는 폴리에틸렌글리콜 400의 영향)

  • 구영순;오경희
    • YAKHAK HOEJI
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    • v.29 no.5
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    • pp.234-245
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    • 1985
  • To clarify the diffusional behavior of p-aminbenzoic acid esters in the presence of polyethylene glycol 400, cellulose membrane permeation rate, solubility and viscosity of p-aminobenzoic acid methyl ester, benzocaine and butamben were determined with PEG solutions of various concentrations. With an increase in PEG concentrations permeation rates from solutions; decreased due to an increase in viscosity of the solution. From suspensions, however, permeation rates increased due to an increase in solubility and when the initial drug concentration was constant, permeation rates were found to be greatest from the PEG-water system with the PEG concentration which transported from the solution to the suspension. Permeation rate of 4.0mg/ml p-aminobenzoic acid methyl ester was $26.51\mu$g/ml$\cdot$hr from 5g/100ml PEG solution, and that of 4.0mg/ml benzocaine was $13.17{\mu}g/ml{\cdot}hr$ from 15g/100ml PEG, solution, and that of 2.0mg/ml butamben was $3.8{\mu}g/ml{\cdot}hr$ from 10g/100ml PEG solution. Permeation rate was 7.0 fold in p-aminobenzoic acid methyl, ester and 3.5 fold in benzocaine compared to butamben.

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Determination of Mono- and Oligosaccharides Derivatized with p-Aminobenzoic Ethyl Ester by Reverse Phase HPLC

  • Kwon, Hyokjoon;Kim, Joon
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.859-864
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    • 1995
  • Mono- and oligosaccharides are derivatized with p-aminobenzoic ethyl ester (ABEE), strongly absorbs UV light at 254 nm, in the presence of sodium cyanoborohydride. C18-bonded silica column is used for the separation of sugar-ABEE derivatives in an isocratic mode. RP-HPLC conditions are optimized by using ternary mixture as mobile phase and $45^{\circ}C$ as a column temperature. Sugar-ABEE derivatives are separated well within a short run time (ca. 25 min) by reverse-phase partition chromatographic mode. The ($1{\rightarrow}6$) linkage type of dihexose-ABEE derivatives has shorter retention time than ($1{\rightarrow}4$)-linkage type. After acid hydrolysis of glycoproteins with 2M trifluoroacetic acid, monosaccharide composition and contents are determined. This procedure is very useful for the simultaneous analysis of neutral and amino sugars in a single chromatographic step using RP-HPLC without reacetylation of deacetylated amino sugars, which are produced by acid hydrolysis.

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Synthesis of Anticoagulant 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinones (항응고성의 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinone 유도체 합성)

  • Ryu, Chung-Kyu
    • YAKHAK HOEJI
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    • v.32 no.4
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    • pp.245-250
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    • 1988
  • Naphthoquinone derivatives have been found to be anticoagulant. In this report, several new 2-chloro-3-(N-arylamino)-naphthoquinone derivatives were synthesized in oder to develope mild anticoagulant. 2, 3-dichloro-1, 4-naphthoquinone was reacted with p-aminobenzoic acid, m-aminobenzoic acid, toluidine, m-nitroaniline, sulfanilamide, sulfathiazole, sulfaguanidine, phenetidine, 2-aminopyrimidine and 3-amino-5-methylisoxazole in EtOH or AcOH afford 2-chloro-3-(p-carboxy anilino)-naphthoquinone (1), 2-chloro-3-(m-carboxyanilino)-naphthoquinone (2),2-chloro-3-(toluidino)-naphthoquinone (3),2-chloro-3-(m-nitroanilino)-naphthoquinone (4), 2-chloro-3-(4-sulfanilanilino)-naphthoquinone (5), 2-chloro-3-(4-sulfathiazolino)-naphthoquinone (6),2-chloro-3-(4-sulfaguanidino)-naphthoquinone (7),2-chlro-3-(phenetidino)-naphthoquinone (8), 2-chloro-3-(pyrimidine-2-amino)-naphthoquinone (9) and 2-chloro-3-(5-methylisoxazole-3-amino)-naphthoquinone (10) in good yield.

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UV-Cut Effects of Cotton Fabrics Treated with UV Absorbents (자외선 흡수제 처리에 의한 면직물의 자외선 차단 효과)

  • 지영숙;김상희
    • Journal of the Korean Society of Clothing and Textiles
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    • v.18 no.5
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    • pp.622-627
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    • 1994
  • The purpose of this study is to investigate the adsorption rate, adsorption quantities and the UV-Cut effects of cotton fabrics treated with several UV absorbents. The result of this study were as follows: cotton fabric treated with 2,2'-dihydroxy-4- methoxy-benzophenone shows more efficient than ones treated with 4-aminobenzoic acid and 2·hydroxy-1, 4-naphthoquinone in UV absorption. This may be due to the absorption of UV light by formation of intra moleculaar hydrogen bond. The formation of hydrogen bonds between hydrogen atoms of two hydroxy groups and one oxygen atom of carboxyl group in 2, 2'-dihydroxy-4-methoxy-benzophenone would be easier than that of the other absorbents. The adsorption isotherms of 4-aminobenzoic acid and 2-hydroxy-1, 4-naphthoquinone were similar to Freundlich type, while that of 2, 2'-Dihydroxy-4-methoxy-benzophenone was Henry type. Cotton fabrics treated with Antifade MC-100 and W Cut I-2 were just alike in UV absorption, but Antifade 8001 was inferior to the others.

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Crystal Structure, Fluorescence Property and Theoretical Calculation of the Zn(II) Complex with o-Aminobenzoic Acid and 1,10-Phenanthroline

  • Zhang, Zhongyu;Bi, Caifeng;Fan, Yuhua;Zhang, Xia;Zhang, Nan;Yan, Xingchen;Zuo, Jian
    • Bulletin of the Korean Chemical Society
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    • v.35 no.6
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    • pp.1697-1702
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    • 2014
  • A novel complex [$Zn(phen)(o-AB)_2$] [phen: 1,10-phenanthroline o-AB: o-aminobenzoic acid] was synthesized and characterized by elemental analysis and X-ray diffraction single-crystal analysis. The crystal crystallizes in monoclinic, space group P2(1)/c with $a=7.6397(6){\AA}$, $b=16.8761(18){\AA}$, $c=17.7713(19){\AA}$, ${\alpha}=90^{\circ}$, ${\beta}=98.9570(10)^{\circ}$, ${\gamma}=90^{\circ}$, $V=2.2633(4)nm^3$, Z = 4, F(000) = 1064, S = 1.058, $Dc=1.520g{\cdot}cm^{-3}$, $R_1=0.0412$, $wR_2=0.0948$, ${\mu}=1.128mm^{-1}$. The Zn(II) is six coordinated by two nitrogen and four oxygen atoms from the 1,10-phenanthroline and o-aminobenzoic acid to furnish a distorted octahedron geometry. The complex exhibits intense fluorescence at room temperature. Theoretical studies of the title complex were carried out by density functional theory (DFT) B3LYP method. CCDC: 898291.

Regulation of 3-Deoxy-D-arabinoheptulosonate-7-phosphate (DAHP) Synthase of Bacillus sp. B-6 Producing Phenazine-1-carboxylic acid

  • Kim, Kyoung-Ja
    • BMB Reports
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    • v.34 no.4
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    • pp.299-304
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    • 2001
  • The 3-Deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) synthase is the first enzyme of aromatic amino acid-, folic acid-, and phenazine-1-carboxylic acid biosynthetic pathways. DAHP synthase of Bacillus sp. B-6 that produces phenazine-1-carboxylic acid was feedback inhibited by two intermediary metabolites of aromatic amino acid biosynthetic pathways, prephenate and chorismate, but not by other metabolites, such as anthranilic acid, shikimic acid, p-aminobenzoic acid, and 3-hydroxyanthranilic acid. DAHP synthase of Bacillus sp. B-6 was not inhibited by end products, such as aromatic amino acids, folic acid, and phenazine-1-carboxylic acid. The inhibition of DAHP synthase by prephenate and chorismate was non-competitive with respect to erythrose 4-phosphate and phosphoenolpyruvate. Prephenate and chorismate inhibited 50% of the DAHP synthase activity at concentrations of $2{\times}10^{-5}\;M$ and $1.2{\times}10^{-4}\;M$, respectively The synthesis of DAHP synthase of Bacillus sp. B-6 was not repressed by exogenous aromatic amino acids, folic acid, and phenazine 1-carboxylic acid, single or in combinations.

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Sulfonated Polystyrene Ionomers Containing 4-Aminobenzoic Acid Studied by a Small-Angle X-Ray Scattering Technique

  • Song, Ju-Myung;Hong, Min-Chul;Kim, Joon-Seop;Jikang Yoo;Yu, Jeong-A;Kim, Whangi
    • Macromolecular Research
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    • v.10 no.6
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    • pp.304-310
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    • 2002
  • In a recent study by the same authors using a DMTA (Dynamic Mechanical Thermal Analyzer), it was found that the 4-aminobenzoic arid (ABA) molecules acted as either a neutralizing agent, or a plasticizer, or a filler, depending on the order of mixing of poly(styrene-co-styrenesulfonic acid) (PSSA), ABA, and NaOH. Subsequent to that study, we here pursued the same topic, i.e., the effect of the addition of CsOH (instead of NaOH) and ABA on the morphology of PSSA, but this time, by using a small-angle X-ray scattering (SAXS) technique. In line with the previous results, the present study with the SAXS technique verified that the order of mixing has a significant effect on the morphology of ionomers. In addition, with the SAXS data and the density values of the ionomers, we attempted to calculate both the number of sulfonate ionic groups per multiplet and the size of the multiplet of the ionomer.