• 제목/요약/키워드: Aromatic halides

검색결과 21건 처리시간 0.018초

New Synthesis of 2-Substituted Imidazo[2, 1-b]thiazoles and their Antimicrobial Activities

  • Mahfouz, A.Abdel Aziz;Elhabashy, F.M.
    • Archives of Pharmacal Research
    • /
    • 제13권1호
    • /
    • pp.9-13
    • /
    • 1990
  • 4, 5-Diphenyl-2-mercaptiomidazole (I) was reacted with hydraziodyl halides IIa-d togive the S-alkyl derivatives III-a-d. Cyclization of IIIa-d afforded imidazo[2, 1-b]-thiazole derivatives Vla, b and VII. Treatment of 1 with a-chloroethylacetoaccetate (IV) gave ethyl 2(4, 5-diphenyl-2-imidazolinylthio)-3-keto-butyrate (V). Compound V coupled with benzendiazonium chloride to give the corresponding phenylhydrazo compound IIId. On heating V with polyphosphoric acid, cyclization took place and 2-acetyl-5, 6-diphenyl-imidazo [2, 1-b] thiazol-3-one (VIII) was obtained. The compound VIII was condensed with aromatic aldehydes to yield the cinnamoyl derivatives 1Xa, b. The antimicrobial activities of compounds IIIa-d, V, VIa, VII were examined.

  • PDF

알킬할라이드와 Triethylamine을 이용한 일급 아로미틱 아민의 N-알킬레이션 (N-Alkylation of Primary Aromatic Amines Using Alkylhalide and Triethylamine)

  • 김주희;박명숙
    • 약학회지
    • /
    • 제49권2호
    • /
    • pp.162-167
    • /
    • 2005
  • Synthetic method for the selective N-monoalkylation of anilines using alkyl halides and triethylamine under room temperature was described. The corresponding N-alkyl anilines were obtained in good yields with minor quantities of dialkylated products. Anilines 2a-m and 3a-m were identified using NMR and IR. A series of 2a-m and 3a-m has been synthesized from aniline, toluidines, ethylanilines, aminoacetophenones, phenetidines. Formation of anilines was undertaken with dropping of alkylhalides at room temperature in methanol (or ethanol) for 3 hours~5 days. Selectivity on the monoalkylation was relatively high. Synthetic ratio of monoalkylated and dialkylated product was 94 : 6 in case of maximum monoalkylation.

Synthesis, Cytotoxicity and Topoisomerase II Inhibitory Activity of Benzonaphthofurandiones

  • Rhee, Hee-Kyung;Kwon, Young-Joo;Chung, Hwa-Jin;Lee, Sang-Kook;ParkChoo, Hea-Young
    • Bulletin of the Korean Chemical Society
    • /
    • 제32권7호
    • /
    • pp.2391-2396
    • /
    • 2011
  • Benzonaphthofurandiones containing four coplanar fused aromatic rings were synthesized and evaluated for their cytotoxicity against five human cancer cell lines, and their inhibitory activity on topoisomerases. These benzonaphthofurandiones were prepared by condensation of 2,3-dichloronaphthoquinone and three aromatic diols with base catalysts in alcohol. The synthesized compounds were o-alkylated with six dialkylaminoalkyl halides. The hydroxy derivatives (8a-8g) exhibited relatively potent cytotoxicity among the prepared compounds. These compounds were evaluated as excellent inhibitors against topoisomerase II (topo II). Especially, the hydroxy analogue with branched methyl side chain (8e) showed high cytotoxicity against cancer cell lines and good inhibitory activity on topo II.

할로겐화 아릴 화합물들의 팔라듐 촉매화 비닐화 반응을 이용한 p-Phenylene Diacrylic Acid 유도체들의 합성. 4-Bromoiodobenzene의 선택적인 비닐화반응 (Synthesis of p-Phenylene Diacrylic Acid Derivatives by Palladium Catalyzed Vinylation of Aryl Halides. Selective Vinylation of 4-Bromoiodobenzene)

  • 강남주;이종태;김진일
    • 대한화학회지
    • /
    • 제30권2호
    • /
    • pp.237-242
    • /
    • 1986
  • 4-bromoiodobenzene 또는 4-diiodobenzene과 2 당량의 아크릴산 유도체들간의 트리에틸아민 존재하의 팔라듐 촉매를 이용한 비닐화 반응에 의해 (E,E)-p-Phenylene diacrylic acid유도체들을 비교적 좋은 수득율로 쉽게 얻을 수 있었다. 이들 반응에서 4-diiodobenzene이 4-bromoiodobenzene보다 더 좋은 반응성을 나타냈으며 이들 반응들은 입체특이성있게 진행되었다. 또한, 사용된 촉매에 다른 4-bromoiodobenzene의 선택적인 비닐화 반응을 이용하여 (E,E)-p-Phenylene diacrylic acid유도체들과 이외에 몇가지 1,4-diolefinic aromatic compounds를 편리하게 합성할 수 있었다.

  • PDF

Dihydrogen Phosphate Selective Anion Receptor Based on Acylhydrazone

  • Pandian, T. Senthil;Kang, Jongmin
    • Bulletin of the Korean Chemical Society
    • /
    • 제35권7호
    • /
    • pp.2025-2028
    • /
    • 2014
  • Anion receptor 1 based on acylhydrazone has been designed and synthesized. UV-vis and $^1H$ NMR titration showed that receptor 1 is selective receptor for dihydrogen phosphate ($H_2PO_4{^-}$). Dihydrogen phosphate was complexed by the receptor 1 via at least 4 hydrogen bonding interactions, contributing from two amide N-Hs and two imine C-Hs. In addition, nitrogen in the aromatic ring could make 2 additional hydrogen bondings with OH groups in the dihydrogen phosphate. However, the receptor 1 could make only 4 hydrogen bonds with halides. Therefore, receptor 1 could bind anions through hydrogen bonds with a selectivity in the order of $H_2PO_4{^-}$ > $Br^-$ > $Cl^-$ in highly polar solvent such as DMSO.

Isothiocyanate 유도체의 Prodrug를 위한 합성 연구 (Studies on the Synthesis of Bis-dithiocarbamates as Prodrugs of Isothiocyanates)

  • 심영섭;정오영;김완주;이문희
    • 약학회지
    • /
    • 제26권2호
    • /
    • pp.91-96
    • /
    • 1982
  • In an attempt to design prodrugs for the Derivatives of the Isothiocyanates R-N=C=S were synthesized eleven novel bis-dithiocarbamates. The best way of preparing the dithiocarbamates was the formation of the dithiocarbonates followed by the reaction of the dithiocarbonates with amines. Thus, the treatment of the diols with carbon disulfide in the presense of potassium hydroxide afforded the potassium salts of the ditniocarbonic acids. The potassium salts were then reacted with alkyl halides to give the dithiocarbonates, which upon treatment with amines produces the dithiocarbamates. In case of vicinal diol (n=o in the above formula), only one of the hydroxy groups was reacted to give the mono-dithiocarbonate. The dithiocarbonates failed to react with amides and aromatic amines. Dithiocarbonates of the different types were obtained when the active double bonds, such as $CH_{2}=CH-Z$ , (Z are electron withdrawing groups), were allowed to react with the free dithiocarbonic acids produced in situ by carefully neutralizing the Potassium salts of the corresponding acids. These compounds are considered to be of some value as prodrugs for the active double bonds.

  • PDF

Ecotoxicity Estimation of Hazardous Air Pollutants Emitted from Semiconductor Manufacturing Processes Utilizing QSAR

  • Park, Hyung-Geun;Yeo, Min-Kyeong
    • Bulletin of the Korean Chemical Society
    • /
    • 제34권12호
    • /
    • pp.3755-3761
    • /
    • 2013
  • This study aims to assess the ecological risk of the hazardous air pollutants (HAPs) emitted in the semiconductor manufacturing processes in Korea by using Quantitative Structure Activity Relationship (QSAR, EPA, US, EPI $Suite^{TM}$ 4.1). Owing to the absence of environmental standards of hazardous air pollutants in the semiconductor manufacturing processes in Korea, 18 HAPs in the semiconductor field included in both the US EPA NESHAPs and the hazardous air pollutant list of Ministry of Environment in Korea were selected. As a results 8 chemicals (44.4%) of the selected 18 HAPs were VOCs. Cyanides (cyanides) and ethylene oxides (epoxy resins), and tetrachloro-ethylene (aliphatic compounds, halides) showed long half-lives. Cyanide HAPs especially had the highest half-life with the estimated value of 356.533 days. Nickel compounds (heavy metal compounds) possessed the highest water solubility followed by acetaldehyde (aldehyde compounds), ethylene oxides, and 1,4-dioxanes. The halides, including tetrachloro-ethylenes, carbon tetra-chlorides, benzene (aromatic compounds), and lead (heavy metals), are estimated to take the longest time for biodegradation. Tetrachloroethylene, with the acute toxicity end point of 3.685-7.033 mg/L, was assessed to be the most highly toxic substance among the 18 HAPs. However, considering the absence of the HAPs in the common category of log $K_{ow}{\geq}4$and $BCF{\geq}500$, which indicates the standard of bioconcentration potentials, potentials of the bioconcentration are considered to be low.

수소화붕소아연에 의한 선택환원. 수소화붕소아연의 대표적 유기화합물과의 반응 (Selective Reduction with Zinc Borohydride. Reaction of Zinc Borohydride with Selected Organic Compounds Containing Representative Functional Groups)

  • 윤능민;이호준;김혜규;강재효
    • 대한화학회지
    • /
    • 제20권1호
    • /
    • pp.59-72
    • /
    • 1976
  • 수소화붕소아연의 선택환원성을 조사하기 위하여 대표적 유기화합물 54종을 택하여 수소화붕소 아연과 일정한 조건 (THF 용액, 실온, 수소화이온의 농도 : 0.5M, 유기화합물의 농도 : 0.125M)하에서 반응시켜 대략의 반응속도와 정량관계를 알아보았다.

  • PDF

포항과 구미의 대규모 산단지역 대기 중 휘발성 유기화합물 농도 분포 특성에 관한 연구 (Characterization of Atmospheric Concentrations of Volatile Organic Compounds in Industrial Areas of Pohang and Gumi Cities)

  • 백성옥;김수현;김미현
    • Environmental Analysis Health and Toxicology
    • /
    • 제20권2호
    • /
    • pp.167-178
    • /
    • 2005
  • This study was carried out to evaluate the temporal, spatial, and seasonal variations of VOC, and to characterize the VOC concentrations in two large industrial complexes located in Pohang and Gumi cities. Twenty -four hours continuous sampling of selected VOC was made with STS 25 sequential tube samplers and double-bed adsorbent tubes. Air samples were collected every three hour interval for 7 consecutive days in each site during summer and winter. VOC were determined by thermal desorption coupled with GC/MS. A total of 27 VOCs of environmental concern were determined, including aliphatic, aromatic and halides. Generally. concentrations of toxic VOC were higher in Gumi than Pohang, and VOC levels in industrial areas were typically several-fold higher than those in residential areas. The most abundant VOC appeared to be toluene for both cities. However, chlorinated VOC were higher in Gumi than Pohang, while aromatic VOC were more abundant in Pohang than in Gumi. Two cities showed relatively different variations of VOC concentrations within a day. It is likely that traffic related sources are major factors affecting the VOC in Pohang, and industrial solvents usages are important sources in Gumi. These results imply that the occurrence and levels of atmospheric VOC are strongly dependent on the type of industries in each city. Therefore, in order to develop any control strategies or to establish the priority rankings for VOC in large industrial complexes, the type of industries and the occurrence of VOC in the atmosphere should be taken into consideration.

有機할로겐化合物의 放射化 Thin Layer Chromatography (Radio Thin Layer Chromatography of Organic Halogen Compounds)

  • 김유선;김순옥;김기수
    • 대한화학회지
    • /
    • 제11권2호
    • /
    • pp.45-50
    • /
    • 1967
  • 有機할로겐化合物의 分離方法으로써 試料의 中性子照射에 依한 放射化 Thin Layer Chromatography를 Methanol을 展開溶媒로 하여 硏究한 結果 各種 할라이드, 할로겐酸, 할로겐알데하이드 等에서 銳敏한 展開 peak를 얻었으며 混合物의 展開에서도 定性確認에 充分한 分離 peak를 얻었다. 多 할로겐化合物, 芳香核鹽化物에 있어서는 試料의 中性子線 照射에 依하여 한 個 以上의 放射化할로겐化合物이 生成되어 確認이 困難하였으며 其他 할로겐 化合物에서는 再現性있는 Rf値를 얻을 수 있었다. 그리고 實驗方法을 記述하고 本 方法의 有用性에 關하여 論議하였다.

  • PDF