• YAKHAK HOEJI
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• v.33 no.2
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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.

• YAKHAK HOEJI
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• v.33 no.4
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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.

• YAKHAK HOEJI
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• v.33 no.5
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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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• v.37 no.6
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• pp.522-525
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• 1994

Fourteen 2-(1-anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones were prepared by condensation of 2-butanoyl-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-one with various substituted anilines in good yield. These were tested for herbicidal activity against six different submerged paddy weed species. Most compounds showed significant activity against Echinochloa crus-galli and Sagittaria pygmaea with excellent tolerance to rice.

• Archives of Pharmacal Research
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• v.13 no.4
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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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• v.13 no.3
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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.

• Journal of the Korean Chemical Society
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• v.52 no.1
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• pp.47-51
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• 2008

A simple synthetic strategy is described for one-pot synthesis of 5,7-diaryl-4,4-dimethyl-4,5,6,7-tetrahydropyridino[3,4-d]-1,2,3-selenadiazoles (11-15) in the presence of NaHSO4.SiO2 as a heterogeneous catalyst in dry media under microwave irradiation.Key words: One-pot synthesis, 3,3-Dimethyl-2,6-diarylpiperidin-4-one; 1,2,3-Selenadiazoles; Selenium dioxide; NaHSO4.SiO2 Heterogeneous catalyst.

• Applied Biological Chemistry
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• v.32 no.2
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• pp.154-161
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• 1989

1,3-Dimethyl-4-acyl-5-hydroxypyrazoles were treated with methyl isocyanate to give corresponding carbamates. They were 1,3-dimethyl-4-benzoyl-pyrazol-5-yl N-methylcarbamate(V), 1, 3-dimethyl-4-(2-chlorobenzoyl)-pyrazol-5-y1 N-methyl-carbamate(VI), and 1, 3-dimethyl-4-(2,4-dichlorobenzoy1)-pyrazol-5-yl N-methyl-carbamate(VII). The structures of the compounds were fully identified by UV, IR, $^{1}H-NMR$ and $^{13}C-NMR$. The synthesized carbamate compounds were tested for the phytotoxicity on the seed germination and the seedling growth of rice, radish, green-pea and turf grass. At 50ppm concentraction, the germination of seeds was not significantly affected. At higher concentraction, however, phytotoxic tendency on the seed germination and seedling growth was observed. In addition, these compounds were less phytotoxic to rice and turf seedlings as compared with radish and green pea seedlings.

• Journal of the Korean Chemical Society
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• v.14 no.3
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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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• v.7 no.4
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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.