• Title/Summary/Keyword: methyl 3

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Computational Investigation of Isomeric and Conformeric Structures of Methyl Fluoroperoxide and Fluoromethyl Fluoroperoxides (Methyl fluoroperoxide와 fuoromethyl fluoroperoxides의 conformers와 isomers 구조에 대한 이론연구)

  • Lee, Kyoung-Min;Sung, Eun-Mo
    • Journal of the Korean Chemical Society
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    • v.55 no.3
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    • pp.405-411
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    • 2011
  • The ab initio calculations for fluoromethyl fluoroperoxides have been carried out using MP2/6-311G(d,p) and B3LYP/6-311++G(d,p) method. The structural optimizations were performed for several isomers and conformers of methyl fluoroperoxide, $CH_3OOF$ and the vibrational frequencies were calculated. The most stable conformer of $CH_3OOF$ is skew form and has fairly short O-O bond distance. The trans and cis conformers have 8-12 kcal/mol higher energies than skew form and the other isomers are very unstable. The structures of $CH_2FOOF$, $CHF_2OOF$ and $CF_3OOF$ are also optimized and vibrational frequencies were calculated. These molecules also have skew forms as the lowest energy conformers. The O-O bond distances are longer and C-O bond distances are shorter than $CH_3OOF$, but the structural parameters are almost independent of the number of fluorine atoms in methyl group.

Synthesis and Reactivity of Zwitterionic Bicyclic Imidazo-thiazole Derivatives (Imidazo-thiazole 쯔비터 이온 유도체의 합성과 반응성)

  • 박상우;김동찬
    • YAKHAK HOEJI
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    • v.29 no.1
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    • pp.39-42
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    • 1985
  • Betaines of bicyclic imidazo-thiazoles were synthesized by the reaction of clectrophiles such as methyl isocyanate, methyl isothiocyanate, allyl isothiocyanate and ketene with 3-methyl and 3-phenyl-5, 6-dihydroimidazo [2,1-b] thiazole. In this reaction, the methyl group which was substituted at 3-position increased the yields of the products in comparison with those from phenyl group substituted substrates. Also, the betaines reacted with methyl iodide to give imidazo-thiazolium salts which were unstable at high temperature and converted the quaternary ammonium salts of original biheterocycles.

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A study of aldol condensation reaction product using a microreactor (마이크로 반응기를 적용한 알돌 축합반응 생성물 제조연구)

  • Kim Young-Jun;Lee Sang-Seo;Son Sung-Kwang;Song Kwang-Ho;Choe Jae-Hoon
    • Proceedings of the Korean Society of Precision Engineering Conference
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    • 2006.05a
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    • pp.543-544
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    • 2006
  • 3-methyl-2-cyclopentenone is a valuable reaction intermediate for various high value added products. 3-methyl-2-cyclopentenone is not only expensive but also difficult to produce. 3-methyl-2-cyclopentenone can be synthesized by base catalyzed intermolecular aldol condensation. In this work, we studied a simple and practical method for synthesizing 3-methyl-2-cyclopentenone. Experimental results showed the advantages of the continuous flow process using a microreactor with kenic mixers for the synthesis of 3-methyl-2-cyclopentenone.

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Vapour Effect of Kresoxim-methyl on Powdery Mildew of Barley and Cucumber (보리와 오이 흰가루병에 대한 Kresoxim-methyl의 훈증 효과)

  • Kim, Heung-Tae;Jang, Kyung-Soo;Choi, Gyung-Ja;Cho, Kwang-Yun
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.359-366
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    • 2006
  • The protective effect of kresoxim-methyl was investigated on 6 important plant diseases, and the vapour effect of it did on barley and cucumber powdery mildews, respectively. With 2.0 ${\mu}g\;mL^{-1}$ of kresoxim-methyl, its high activities against wheat leaf rust and barley powdery mildew were showed such as 92 and 100%, while activities were very low against rice sheath blight, tomato gray mold, and tomato late blight. In vapour phase control activity of kresoxim-methyl against barley powdery mildew was positively correlated with the applied concentrations, except for azoxystrobin and metominostrobin. With 200 ${\mu}g\;L^{-1}$, its control value was 71.9%. When 1000 ${\mu}g\;m^{-3}$ of kresoxim-methyl in vapour phase was applied on 4 plants of cucumber in a vinyl chamber, 51.1% of control value on kresoxim-methyl-treated cucumber was showed 7 days after the application.

Gas-Liquid Chromatographic Determination of Haloxyfop-R and lts Methyl Ester Residues in Soils and Soybeans (토양과 대두중 Haloxyfop-R 및 Haloxyfop-R-methyl의 기체크로마토그래피를 이용한 잔류분석)

  • Lee, Young-Deuk
    • Korean Journal of Environmental Agriculture
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    • v.16 no.4
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    • pp.333-340
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    • 1997
  • An analytical method was developed to determine residues of haloxyfop-R and its methyl ester in soils and soybeans using gas-liquid chromatography (GLC) with electron capture detector (ECD). Soil or soybean sample was acidified and extracted with acetone. The extract was then subjected to ion-associated partition to individually separate haloxyfop-R and the neutral methyl ester. One phase containing haloxyfop-R was methylated with $BF_3$/methanol, partitioned to n-hexane and analyzed by GLC/ECD. The other phase containing the methyl ester was further purified by Florisil column chromatography prior to GLC determination. No cross contamination was found between two phases containing each of the acid and methyl ester, thus two compounds can be separately determined as the identical haloxyfop-R-methyl. Overall recoveries of haloxyfop-R from fortified samples averaged 88.2${\pm}$3.9% (n=12) and 88.3${\pm}$4.0% (n=6) for soils and soybeans respectively, and those of haloxyfop-R-methyl showed mean values of 89.2${\pm}$4.0% (n=12) and 85.6${\pm}$5.6% (n=6). Detection limits of both haloxyfop-R and its methyl esterwere 0.005㎎/㎏ and 0.01㎎/㎏ for soil and soybean samples respectively.

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Comparison of Pyrazines Formed in Chicken By-Products Hydrolyzed by Enzymes (효소 처리된 닭고기 부산물에서 헝성된 pyrazines의 비교)

  • 손성희;조인희;김영석
    • Korean journal of food and cookery science
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    • v.20 no.3
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    • pp.265-270
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    • 2004
  • To investigate the formation of pyrazines, by-products of chicken were hydrolyzed by protease/peptidase for 4, 8 and 24 hours, after which the hydrolysates were heated with glucose, fructose and xylose, respectively, at l80$^{\circ}C$ for l00min. The formation of pyrazines showed a significant difference by quality and quantity according to the degree of protein hydrolysis. Especially, the formation of 2-methyl pyrazine and 2-ethyl-5-methyl pyrazine was considerably affected by, the degree of protein hydrolysis. Also, 3-ethyl-5-methyl pyrazine, 2-butyl-3-methyl pyrazine, 2-butyl-3,5-dimethyl pyrazine, methyl pyrazine, and 3-ethyl-5-methyl pyrazine were identified only in the hydrolysates for 24 hours.

Synthesis and Antitumor Evaluation of cis-(1,2-Diaminoethane) dichloroplatinum (II) Complexes Linked to 5- and 6-Methyleneuracil and -uridine Analogues

  • Kim, Jack-C.;Lee, Min-Hwa;Choi, Soon-Kyu
    • Archives of Pharmacal Research
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    • v.21 no.4
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    • pp.465-469
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    • 1998
  • The search for platinum (II)-based compounds with improved therapeutic properties was prompted to design and synthesize a new family of water-soluble, third generation cis-diaminedichloroplatinum (II) complexes linked to uracil and uridine. Six heretofore unreported uracil and uridine-platinum (II) complexes are; [N-(uracil-5-yl-methyl)ethane-1,2-di-amine]dichloroplatinum (II) (3a), [N-(uracil-6-yl-methyl)ethane-1,2-diaminel dichloroplatinum (II) (3b), t[N-($2^1$, $3^1$,$5^1$-tri-O-acetyl)uridine-5-yl-methyl] ethane-1,2-diamineldichloroplatinum (II) (6a), {[N-($2^1$,$3^1$, $5^1$-tri-O-acetyl) uridine-6-yl-methyl]ethane-1,2-diamine)dichloroplatinum (II) (6b),[N-(uridine- 5-yl-methyl)ethane-1,2-diamine]dichloroplatinum (II) (7a), [N-(uridine-6-yl- methyl)ethane-1,2-diamine]dichloroplatinum (II) (7b). These analogues were prepared from the key starting materials, 5-chloromethyluracil (1a) and 6-chloromethyluracil (1b) which were reacted with ethylenediamine to afford the respective 5-[(2-aminoethyl)aminol methyluracil (2a) and 6-[(2-aminoethyl)amino]methyluracil (2b). The cis-platin complexes 3a and 3b were obtained through the reaction of the respective 2a and 2b with potassium tetrachloroplatinate (II). The heterocyclic nucleic acid bases 1a and 1b were efficiently introduced on the .betha.-D-ribose ring via a Vorbruggen-type nucleoside coupling procedure with hexamethyldisilazane, trimethylchlorosilane and stannic chloride under anhydrous acetonitrile to yield the stereospecific .betha.-anomeric 5-chloromethyl- $2^1$,$3^1$,$5^1$-tri-O-acetyluridine (4a) and 6-chloromethyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (4b), respectively. The nucleosides 4a and 4b were coupled with ethylenediamine to provide the respective 5-[(amino-ethyl)aminolmethyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (5a) and 6-[(aminoethyl)amino] methyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (5b). The diamino-uridines 5a and 5b were reacted with potassium tetrachloroplatinate (II) to give the novel nucleoside complexes, 6a and 6b, respectively which were deacetylated into the free nucleosides, 7a and 7b by the treatment with CH$_{3}$ONa. The cytotoxic activities were evaluated against three cell lines (FM-3A, P-388 and J-82) and none of the synthesized compounds showed any significant activity.

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Volatile flavor components of soybean pastes manufactured with traditional Meju and improved Meju (재래식 메주와 개량식 메주로 제조한 된장의 휘발성 향기성분)

  • Ji, Won-Dae;Lee, Eun-Ju;Kim, Jong-Kyu
    • Applied Biological Chemistry
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    • v.35 no.4
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    • pp.248-253
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    • 1992
  • Volatile flavor components of soybean pastes, manufactured with traditional Meju and improved Meju, were extrated by simultaneous steam distillation-extraction apparatus and concentrated at atmosphere press. The concentrates were investigated GC-sniff evaluation by preparative gas chromatograph, and then analyzed and identified by GC/MS and Kovats retention index. Thirty nine components, including 11 alcohols, 4 aldehydes, 2 pyrazines, 4 acids, 3 fuans, 3 phenols, 3 esters, 3 hydrocarbons, 1 ketone, 5 miscellous ones were confirmed in soybean paste manufactured with traditional Meju. Twenty one components, including 4 alcohols, 2 aldehydes, 2 pyrazines, 2 acids, 1 fuan, 2 esters, 1 hydrocarbon, 2 ketones, 4 miscellous ones were confirmed in soybean paste manufactured with improved Meju. Ten components such as 3-methyl-1-butanol, 4-methyl-3-heptanol, trimethyl-pyrazine, 1-octen-3-ol, 2-furancarboxaldehyde, tetramethyl-pyrazine, benzaldehyde, 3-methyl-butanoic acid, naphthalene, 2-ethyl-3-methyl-oxetane were identified together in soybean pastes manufactured with traditional Meju and improved Meju.

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Synthesis of 4-Hydroxy-2-Methyl-N-(Cyclohexyl)-2H-1, 2-Benzothiazine-3-Carboxamide-1, 1-Dioxide via 1,3-Oxazine Compounds (1, 3-Oxazine화합물로부터 4-Hydroxy-2-Methyl-N-(Cyclohexyl)-2H-1, 2-Benzothiazine-3-Carboxamide-1, 1-Dioxide 의 합성)

  • 서정진;홍유화
    • YAKHAK HOEJI
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    • v.31 no.4
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    • pp.219-223
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    • 1987
  • 2-Cyclohexylimino-3-cyclohexyl-5-methyl-4-oxo-2H, 5H-1, 3-oxazino [5,6-C]-1, 2-benzothiazine-6,6-dioxide 2 was hydrolized in d-HCl/$CH_3$CN to give 5-methyl-3-cyclohexyl-2H, 5H-1, 3-oxazino [5, 6-C]-1, 2-benzothiazine-2, 4(3H)-dione 6, 6-dioxide 3 in 82% yield. The alkaline hydrolysis of 3 afforded to 4-hydroxy-2-methyl-N-(cyclohexyl)-2H-1, 2-benzothiazine-3-carboxamide-1, 1-dioxide 4 in 88% yield. On the other hand 3 was synthesized from 4 and ethylchloroformate on the reversed procedure.

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Synthesis of New Hydantoin-3-Ethanethioi Derivatives

  • Oh, Chang-Hyun;Lee, Ki-Soo;Roh, Eun-Joo;Kwon, Soon-Kyung;Cho, Jung-Hyuck
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.281-283
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    • 1994
  • 5-sec-butylthiomethyl-5-alkyl (methyl or phenyl) hydantoins (3-x) were prepared by the reaction of sec-buylthiomethyl alkyl (methyl or phenyl) ketone (1-2), potassium cyanide and ammonium carbonate. 3-(2-Bromoethyl) hydantoins (5-6) were the reaction products of 5-sec-buythiomethyl-5-alkyl (methyl or phenyl) hydantoin and 1, 2-dibromothane in the presence of potassium hydroxide. Alkylation of 5 and 6 with an excess of alkyl (methyl or ethyl iodide in THF with sodium hydride as base gave three 1-alkyl (methyl or ethyl)-3-(2-bromoethyl) hydantoins (7-9). Treatment of the 2-bromothyl group with potassium thioacelate and triethylamine gave three 1-alkyl (methyl or ethyl)-3-92-acetylthioethyl) hydantoins (10-12). Hydrolysis of the 2-acetylthiuoethyl group with sodium hydroxide in methanol afforded the three 1-alkyl (methyl or ethyl)-3-(2-mercaptorthyl) hydantoins.

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