• 제목/요약/키워드: 4-Aminobenzoic acid

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

  • 김경덕;류영;김석찬
    • 공업화학
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    • 제25권3호
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    • pp.337-339
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    • 2014
  • 본 연구의 내용은 Dimethyl terephthalate의 생성 과정 중 필연적으로 생성되는 부산물인 Methyl 4-formylbenzoate를 이용해 one-pot reaction을 통한 p-Aminobenzoic acid를 얻는 방법이다. 이 방법은 Methyl 4-formylbenzoate에 chlorine gas와 methylene chloride를 이용해 acid chloride를 형성하고 ammonia gas를 통해 amide를 중간체로 가진다. 생성된 amide는 Hofmann degradation을 통해 p-Aminobenzoic acid로 전환된다. 이 방법은 폐기물인 Methyl 4-formylbenzoate를 재활용하여 기존의 p-Aminobenzoic acid를 수율 90%로 합성하였으며 이는 기존의 p-Aminobenzoic acid 생산과정을 대체할 수 있을 것으로 예상된다.

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

  • 손희종;황영도;노재순;빈재훈
    • 대한환경공학회지
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    • 제32권5호
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    • pp.523-530
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    • 2010
  • 14종의 합성유기질소 화합물들에서의 염소 소독부산물 생성 특성을 조사한 결과, 단위 DOC당 THM 생성능은 $Br^-$첨가 유무에 관계없이 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid 및 4-nitroaniline에서 높게 나타났다. 단위 DOC당 HAA 생성능 조사결과, $Br^-$ 첨가 유무에 관계없이 단위 DOC당 THM 생성능과 유사한 생성특성을 보였으나 특이하게 p-nitrophenol에서 가장 높은 생성능을 나타내었으며, 생성된 HAAFP의 대부분이 TCAAFP로 나타났다. 단위 DOC당 HAN 생성능은 3-aminobenzoic acid, 2-aminophenol, aniline 및 anthranilic acid에서 $Br^-$ 첨가 유무에 관계없이 높은 생성능을 나타내었고 다른 합성유기질소 화합물들에 비해 aniline에서 높은 생성능을 보였으며, 반응성이 높은 4종의 합성유기질소 화합물들에서 생성되는 HAN 구성종의 대부분은 DCAN으로 나타났다. 단위 DOC당 chloral hydrate와 chloropicrin의 생성능을 조사결과에서 3-aminobenzoic acid와 2-aminophenol에서 생성능이 높은 것으로 나타났고, 전체적으로 10 $mg/{\mu}g$ 이하의 비교적 낮은 생성능을 보였다. 염소 소독부산물 생성능이 높은 6종의 합성유기질소 화합물들과 시판 humic acid에서의 $Br^-$ 첨가 유무에 따른 단위 DOC 당 총 DBP 생성능을 조사한 결과에서 $Br^-$를 첨가한 경우는 anilin e> anthranilic acid> 3-aminobenzoic acid> 4-nitroaniline> humic acid> p-nitrophenol> 2-aminophenol 순으로 나타났고, $Br^-$를 첨가하지 않은 경우는 anthranilic acid> aniline> p-nitrophenol> humic acid> 4-nitroaniline> 3-aminobenzoic acid> 2-aminophenol 순으로 조사되었다. 또한, aniline, anthranilic acid, 4-nitroaniline 및 p-nitrophenol의 경우는 염소와의 반응성이 아주 높은 것으로 조사되었다.

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

  • 구영순;오경희
    • 약학회지
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    • 제29권5호
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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
    • 분석과학
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    • 제8권4호
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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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항응고성의 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinone 유도체 합성 (Synthesis of Anticoagulant 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinones)

  • 유충규
    • 약학회지
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    • 제32권4호
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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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자외선 흡수제 처리에 의한 면직물의 자외선 차단 효과 (UV-Cut Effects of Cotton Fabrics Treated with UV Absorbents)

  • 지영숙;김상희
    • 한국의류학회지
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    • 제18권5호
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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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    • 제35권6호
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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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    • 제34권4호
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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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    • 제10권6호
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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.