• Title/Summary/Keyword: Benzoyl Chloride

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Synthesis of Protoberberine Related Compounds and Their Antifungal Activities (프로토베르베린 관련 화합물합성 및 항균작용)

  • Kim, Sin-Kyu;Kim, Dong-Hyun;Chung, Kyung-Hee;Hwang, Soon-Ho;Kim, Jae-Hyun
    • YAKHAK HOEJI
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    • v.38 no.1
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    • pp.91-96
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    • 1994
  • Irradiation of the berberinephenolbetaine [1] effected valence tautamerization to five 8,14-cycloberbine[21, which was converted to the spirobenzylisoquinolines by regioselective C-N bond cleavage A variety of ring systems such as compounds [4], [5] and [6] were introduced by the structural modification of berberinephenolbetaine.

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Synthesis of Some New Condensed Pyrimidine Derivatives

  • Mohamed, Enaiat K.;Shehab, Wesam S.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.988-993
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    • 2011
  • Cyclodehydration of 6-amino-5-cyano pyrimidine derivative (2) afforded pyrimidoisoindole derivatives (3). Compound (3) reacted with carbethoxymethylene derivative to give pyridopyrimidine derivatives (5a,b). Compound (3) was also reacted with formamide to give the corresponding pyrimidopyrimdine derivatives (6) that condensed with benzaldehyde to give Schiff's base (7). Refluxing of compound (3) with triethyl orthoformate afforded compound (8) that cyclized with ammonium hydroxide giving the same compound (6). Compound (8) cyclized with hydrazine hydrate giving compound (9) which also cyclized with triethyl orthoformate affording compound (10). Diazotization of compound (3) led to the formation of triazinopyrimidine derivative (11). Cyclization of compound (11) upon treatment with hydrazine hydrate afforded compound (12). Compound (15) was prepared from reaction of compound (3) and ethylenediamine in presence of carbon disulfide. The behaviour of compound (15) toward benzoyl chloride, triethyl orthoformate, nitrous acid and/or carbon disulfide was also described. All proposed structures were supported by elemental analyses, spectroscopic data and some of the new products showed antimicrobial activity.

Determination of ${\beta}$-Lactam Antibiotics by Gas-Chromatography with Flame Photometric Detector (II) (GC/FPD를 利用한 ${\beta}$-락탐系 抗生物質의 分析(II))

  • Park, Man-Ki;Cho, Yung-Hyun;Yang, Jeong-Seon;Park, Jeong-Hil
    • YAKHAK HOEJI
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    • v.28 no.4
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    • pp.243-248
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    • 1984
  • For gas chromatographic determination with the sulfur-specific flame photometric detector, nine ${\beta}$-lactam antibiotics without ${\alpha}$-amino group were esterified with borontrifluoride-methanol complex and then N-benzoylated with benzoyl chloride. The gas chromatographic separation of these products was successfully carried out on various silicon polymers (OV-1, OV-101, OV-17, OV-225, and QF-1) coated on the acid washed, silanized diatomite. The structure of the esterified and N-benzoylated product was confirmed by mass spectromer.

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Synthesis of 2-Substituted Flavone Derivatives (2-치환 플라본 유도체의 합성)

  • Dan, On-Wha;Kim, Su-Jin;Im, Chae-Uk
    • YAKHAK HOEJI
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    • v.50 no.6
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    • pp.398-402
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    • 2006
  • Flavone was found to inhibit tyrosinase and reduce synthesis of melanin to show skin-lightening effect. With the hope of identifying skin-lightening flavones, we synthesized flavone analogs. Substituted benzoic acids (1) were treated with oxalyl chloride in DMF to yield benzoyl chlorides (2), which were reacted with 2-hydroxyacetophenones (3) to afford 2-benzoyloxyacetophenones (4). These acetophenones (4) were converted into 1,3-diketones (5) with base and then treated with acid to give flavone derivatives (6).

Synthesis and Structure Identification of ABCH Type Calix[4]arenes: Two Step Synthesis of Asymmetrically Substituted Calix[4]arenes from Monoalkylcalix[4]arenes

  • 남계천;김종민;박영자
    • Bulletin of the Korean Chemical Society
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    • v.19 no.7
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    • pp.770-776
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    • 1998
  • Several ABCH type chiral calix[4]arenes were prepared from monoalkyl calix[4]arenes by treating with various acyl halide, followed by reacting with benzoyl chloride in pyridine. These asymmetrically substituted ABCH type calix[4]arenes are obtained as racemates mixture which are confirmed by the chiral shift reagent in 1H NMR spectra. The molecular and crystal structure of 5-nitro-26-allyloxy-25-benzoyloxy-28-isobutyryloxy-27-hydroxycalix[4]arene 8a has been determined by the X-ray diffraction method. Two independent enantiomeric molecules are crystallized in a 1: 1 racemate mixture. They are in the partial cone conformation in which the benzoyloxy phenyl group is down. There is a bifurcated intramolecular hydrogen bonding involving three functional groups in each molecule.

The Synthesis of 6-[1-(4-Ribitylanilino)ethyl]-1,3-dimethyllumazine Related to Methanopterin (Methanopterin과 관련된 6-[1-(4-Ribitylanilino)ethyl]-1,3,7-trimethyllumazine의 합성)

  • Jang, Yong Jin;Kim, Yeon Hee;Kang, Yong Han
    • Journal of the Korean Chemical Society
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    • v.43 no.6
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    • pp.670-675
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    • 1999
  • 6-[1-(4-Ribitylanilino)ethyl]-1,3,7-trimethyllumazine (2), which is related to pteridine moiety of methanopterin, was synthesized. 4-Ribitylaniline derivative was prepared from D-ribose and N-benzoyl-4-bromoaniline (7) as the starting materials through several steps. 6-Acetyl-1,3,7-trimethyllumazine (4) was obtained from the reaction of 4-amino-1,3-dimethyI-5-nitrosouracil (3) with 2,4-pentanedione by Timmis reaction. Compound 4 was converted to 6-(1-chloroethyl)-1,3,7-trimethyllumazin (6) by the reduction with sodium borohydride and followed by chlorination with thionyl chloride. The nucleophilic displacement reaction of compound 6 with 4-(2,3:4,5-di-O-iso-propylidene-D-ribityl)aniline (13) in anhydrous DMF yielded 6-[1-{4-(2,3:4,5-di-O-isopropylidene-D-ribityl)anilino}ethyl]-1,3,7-trimethyllumazine (14). The target molecule 2 was obtained by the hydrolysis of compound 14 in the presence of an acid catalyst.

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A Synthesis of New Benzylimino-1,3-oxathioles and Their Fungicidal Activity (새로운 2-Benzoylimino-1,3-oxathiole 유도체의 합성 및 살균활성)

  • Nam, Kee-Dal;Shin, Sun-Ho;Mah, He-Duck;Lee, Seon-Woo;Cho, Kwang-Yun;Hahn, Hoh-Gyu
    • Applied Biological Chemistry
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    • v.45 no.3
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    • pp.157-161
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    • 2002
  • New 2-benzoylimino-1,3-oxathile derivatives 3 were synthesized and tested their fungicidal activities for the development of new agrochemical fungicide. Reaction of ${\gamma}-chloro-{\beta}-keto$ anilide derivative 5 with potassium thiocyanate followed by the treatment of acid catalyst gave cyclyzed 2-imino-1,3-oxathiole 3. New compound 3 reacted with benzoyl· chlorides to afford the corresponding 2-benzoylimino-1,3-oxathiole derivatives 7. Antifungal screening (in vivo) of the synthesized compounds against typical plant diseases, which include rice blast, rice sheath blight, cucumber gray mold, tomato late blight, wheat leaf rust, and barley powdery mildew, was carried out. No significant fungicidal activities were shown of the synthesized compounds at 100 mg/l.

A Study on the Stabilization of Monomeric MDI and Purification of Crude MDI (Crude MDI의 정제 및 Monomeric MDI의 안정화에 관한 연구)

  • Jung, Jong-Won;Kim, Young-Chul;Park, Nam-Cook
    • Applied Chemistry for Engineering
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    • v.7 no.3
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    • pp.588-596
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    • 1996
  • The optimum conditions of the 1st and 2nd distillation had been investigated to obtaine a high quality monomeric MDI and fire reactive polymeric MDI by purification of crude MDI. Effect of additives on the monomeric MDI's color change, dimerization and the reactivity of polymeric MDI with standard polyol system has been tested. When the monomeric MDI yield is approximately 32%, 4,4'-MDI content is above 98% in the monomeric MDI at the 1st distillation. When the separation ratio of initial portion and residue percentage, reflux ratio are set at respectively, approximately 20wt%, 9wt%, above 2 in order to minimize the content of 2,4'-MDI in monomeric MDI, the freezing point of final distilled monomeric MDI is above $38.4^{\circ}C$. Since the monomeric MDI is inherently unstable in the room condition, monomeric MDI easily changes it's color and conducts self-polymerization reaction. To increase the stability of monomeric MDI, the composition of antioxidant, which is composed of phenolic 1st antioxidant, phosphorus 2nd antioxidant, UV absorbent and Hindered amine light stabilizer are used, and benzoyl chloride as antipolymerization agent test are that APHA color is less than 20, dimer content is remained less than 0.36wt% after 45 days storage of monomeric MDI.

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One Pot Four-Component Synthesis of Novel Substituted 2-Phenyl-4(3H) Quinazolinones Using Recyclable Nanocrystalline CuMnO3 Catalyst

  • Borhade, A.V.;Tope, D.R.;Gare, G D.;Dabhade, G.B.
    • Journal of the Korean Chemical Society
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    • v.61 no.4
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    • pp.157-162
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    • 2017
  • In the present study, nanocrystalline mixed metal oxide, $CuMnO_3$ catalyst have been synthesized by mechanochemical method with green chemistry approach. The synthesized catalyst was characterized by analytical techniques including FTIR, XRD, SEM, TEM and BET surface area. The synthesized catalyst shows high surface area is $121.06m^2/g$ with particle size 18 nm. The one pot four component synthesis of substituted 2-phenyl-4(3H) quinazolinone from the reaction of anthranilic acid, benzoyl chloride, hydrazine hydrate and substituted benzaldehyde in presence of $CuMnO_3$ nanocatalyst has been carried out. It affords the corresponding products with high yield (76-95%) in very short reaction time. All the obtained products were characterized with $^1HNMR$, $^{13}CNMR$, FTIR and EIMS.

Evaluation of the Genetic Toxicity of Synthetic Chemicals (XV) -In vivo Peripheral Blood Reticulocytes Micronucleus Assay of 17 Synthetic Chemicals in Mice- (합성화학물질들의 유전독성평가(XV) -마우스의 말초혈의 망상적혈구를 이용한 17종 합성화학물질들의 생체내 소핵시험-)

  • Kim Mi-Soon;Kim Youn-Jung;Ryu Jae-Chun
    • Environmental Analysis Health and Toxicology
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    • v.21 no.3 s.54
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    • pp.209-218
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    • 2006
  • 합성화학물질들이 환경으로의 유입은 인체에는 물론 환경생태계에 많은 영향을 미치므로 이들의 유해성 검증은 매우 중요한 일이라 할 수 있다. 실제 산업체에서 사용되는 수많은 화학물질들의 유전적 손상 유발유무는 유해성검증에서 무엇보다 중요한 일이라 할 수 있다. 이에 산업체 공정과정에서 널리 사용되는 것으로 알려진 17종의 합성화학물질에 대해 마우스의 말초 혈의 망상적혈구를 이용한 in vivo 소핵시험을 수행하여, 소핵형성 유발유무를 관찰하였다. 양성대조군으로 사용된 mitomycin C는 음성대조군과 비교시 유의하게 소핵을 유발하는 반면, 비교적 마우스에서 높은 50% 치사량을 보이는 benzoyl chloride, p-toluene sulfonic acid 및 4,4'-sulfonyldianiline 등의 합성물질들을 포함한 총 17종의 물질들은 본 실험결과 통계적으로 유의하게 소핵을 유발하지 않는 것을 관찰 할 수 있었다.