• 약학회지
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• 제33권2호
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• pp.80-86
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• 1989

2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-(2'-phenylsulfinyl) ethyl ester (10) or 2,6-Dimethyl-4-(2' or 3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-alkyl 5-(2-methylsulfonyl) ethyl ester (14a, b, c) were hydrolyzed by treatment with NaOH in aqueous EtOH solution to give 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (4b), 2,6-Dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (4c) and 2,6-Dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monoisopropyl ester (4d) in 80 -90% yield. By the same procedure, 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3,5-bis (2'-methylsulfonyl) ethyl ester (15) gave 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid (4e) in 96% yield.

• 약학회지
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• 제33권4호
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• pp.219-225
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• 1989

2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-(2'-methylthio)ethyl ester methyl iodide salt (7a) was hydrolyzed by treatment with NaOH in aquous EtOH solution to give 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid mono methyl ester (2b) in 88% yield. By the same procedure, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridinine-3,5-dicarboxylic acid 3-mono isopropyl ester (2c), 2,6-dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2d), 2,6-dimethyl-4-(2',3'-dichlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2e) and 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridin-3,5-dicarboxylic acid (2f) were obtained from the methyl iodide salts in 91-98% yield.

• 약학회지
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• 제33권5호
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• pp.280-284
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• 1989

When 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester(3) was reacted with dimethyl methylene ammonium chloride (5a) and $K_2CO_3$ in DMF, 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-dimethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6a) was obtained in 41% yield. As the same procedure with compound (3) and the other dialkylaminomethylating reagents (5b, c, d, e), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-diethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methylester(6b), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-pyrrolidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6c), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-piperidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6d) and 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-morpholinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6e) were obtained in 28%, 49%, 48% and 18% yield respectively.

• Applied Biological Chemistry
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• 제37권6호
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• pp.522-525
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• 1994

2-Butanoyl-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-one과 여러 가지의 치환 아닐린의 축합반응으로 14가지의 2-(1-anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones들을 좋은 수율로 합성하였다. 이들 화합물들을 여섯 가지의 다른 담수조건 잡초들에 대하여 제초활성을 검색하였다. 대부분의 화합물들은 벼의 생육에 지장을 주지 않는 우수한 선택성을 가지면서 피(Echinochloa crus-galli)와 올미(Sagittaria pygmaea)에 대하여 우수한 제초활성을 보였다.

• Archives of Pharmacal Research
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• 제13권4호
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• pp.310-313
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• 1990

Hantzsch synthesis of 5-formyluracil (1) methyl acetoacetate (2) and methyl 3-aminocrotonate (3) gave 2, 6-dimethyl-4-(2, 4-dioxo-5-pyrimidy)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethylester (4a) in 54.6 yield. As the same procedure, 1, 3-dimethyl-5-formyl-uracil (6) gave 2, 6-dimethyl-4-(1, 3-dimethyl-2, 4-dioxo-5-pyrimidyl)-1, 4-dihydropyridine-3, 5-dicarboxylic acid dimethyl easter (7a) IN 52.2% yield. 4a was methylated to afford 7a also in 52% yield.

• Archives of Pharmacal Research
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• 제13권3호
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• pp.257-260
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• 1990

Hantzch's type reaction of methyl acetopyruvate (2a), methyl 3-aminocrotonate (3) and 3-nitrobenzaldehyde (4) led to dimethyl 3-acetyl-6-methyl-4-(3'-nitrophenyl)-2, 5-dicarboxylate (5a) and methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'-methoxyethyl)-4-(3' nitrophenyl)- 2, 5-dicarboxylate (5a) and methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'methoxyethyl_4-(3' nitrophenyl)1, 4-dihydropyridine-3-carboxylate (6a) in 26.7 and 9.2% yield, respectively. On the other hand, methyl 2, 60dimethyl-4-(3'-nitrophenyl)-1, 4-dihydropyridine 3-carboxylate (9) was acylated by ethyl oxaly chloride to give methyl 2, 6-dimethyl-5-(1', 2'-dioxo-2'-ethoxyethyl)-4-(3'-nitrophenyl)-a, 4-dihydropyridine-3-carboxylate (6b) in 76.8% yield.

• 대한화학회지
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• 제52권1호
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• pp.47-51
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• 2008

조사 아래 불균일촉매 NaHSO4.SiO2의 존재하에서 5,7-diaryl-4,4-dimethyl-4,5,6,7-tetrahydropyridino [3,4-d]-1,2,3-selenadiazoles의 one-pot.

• Applied Biological Chemistry
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• 제32권2호
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• pp.154-161
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• 1989

1,3-Dimethyl-4-acyl-5-hydroxypyrazoles와 methylisocyanate로 부터 제초활성이 있는 1,3-dimethyl-4-acy1-pyrazol-5-yl-N-methylcarbamate 유도체를 합성하였다. 이 화합물들의 구조가 IR, UV, $^{1}H-NMR$, $^{13}C-NMR$ 등의 기기분석에 의해 1,3-dimethyl-4-be-nzoyl-pyrazol-5-yl-N-methylcarbamate(V), 1, 3-dimethyl-4-(2-chlorobenzoyl)-pyrazo1-5-yl-N-methylcarbamate(VI) 그리고 1,3-dimethyl-4-(2,4-dichlorobenzoy1)-pyrazo1-5-yl-N-methylcarbamate(VII) 임이 확인되었다. 이 합성 화합물들의 처리에 의한 벼, 무우, 녹두 및 물잔디 종자의 발아 및 생육에 미치는 phytotoxicity를 조사한 결과는 다음과 같다. 일반적으로 4-acyl-pyrazol-5-yl-N-methylcarbamate 화합물들의 저농도(50ppm)에서는 식물종자의 발아에 큰 영향을 주지 않았으며, 농도가 증가할수록 종자의 발아와 생육을 억제하는 경향이었다. 그들은 벼와 물잔디의 줄기의 생육에는 크게 영향을 주지 않았으며, 녹두와 무우의 생육에는 강하게 억제하는 현상을 나타내었다.

• 대한화학회지
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• 제14권3호
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• pp.271-275
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• 1970

The effect of dimethyl maleate on the rate of thermolysis of 3,4,5,6-Tetrachlorobenzene-2-Diazo-1-Oxide in 1-chloronaphthalene at $130.2^{\circ}$ was investigated: In a separate experiment, the effect of dimethyl fumarate upon the same reaction at the same temperature was investigated. The rate of thermolysis was decreased by dimethyl maleate, while dimethyl fumarate accelerated the reaction. Some kinetic parameters of the thermolysis of 3,4,5,6-Tetrachlorobenzene-2-Diazo-1-Oxide were calculated. A mechanism of isomerization of dimethyl maleate to dimethyl fumarate by 3,4,5,6-Tetrachlorobenzene-2-Diazo-1-Oxide was proposed.

• Bulletin of the Korean Chemical Society
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• 제7권4호
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• pp.304-308
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• 1986

When the two conjugated poly-ynes, 1-phenyl-6-methyl- and 1,6-diphenyl-1,3,5-hexatriynes, were irradiated with UVA in deaerated 2,3-dimethyl-2-butene solution, 1:2 photoadducts, 1-(1'-phenylethynyl-2',2',3',3'-tetramethylcyclopr opyl)-2-(l",2",2",3",3"-pentamethylcyclopropyl) acetylene and 1-(1'-phenylethynyl-2',2',3',3'-tetramethylcyclopr opyl)-2-(1"-phenyl-2",2",3",3"-tetramethylcyclopropyl) acetylene, were obtained, respectively. No photoadduct was formed with aerated 2,3-dimethyl-2-butene, or deaerated solutions of dimethyl fumarate, methyl crotonate, dimethyl maleate, and trans-1,2-dichloroethylene. The results suggest that the reactions proceed from the triplet state only with electron rich olefins such as 2,3-dimethyl-2-butene.