• Journal of the Korean Institute of Gas
• /
• v.26 no.5
• /
• pp.41-48
• /
• 2022

2-Chloro-N-(Cyano-2-thienyl methyl) acetamide (CCTA) is an intermediate used for synthesizing pesticides. It is stable at room temperature and pressure but can be decomposed when heat is accumulated. In this study, the decomposition characteristics were evaluated by measuring the weight change according to temperature using a Thermogravimetry analyzer(TGA), and the thermal decomposition characteristics were evaluated using Differential Scanning Calorimeter(DSC). The exothermic decomposition reaction occurred rapidly at about 91 ℃, and the activation energy determined by using Kissinger method, Kissinger-Akahira-Sunose(KAS) method, and Flynn-Wall-Ozawa(FWO) method were 162 kJ/mol, 149 kJ/mol and 139 kJ/mol, respectively. T_D24, the temperature at which the maximum heating rate is reached within 24 hours, was evaluated as 52~55 ℃ using the estimated activation energy.

• YAKHAK HOEJI
• /
• v.40 no.6
• /
• pp.640-645
• /
• 1996

5-Alkyl-2(3H)-benzofuranones(3a-e) were prepared from Friedel-Crafts reaction of 4-alkylphenols with methyl 2-chloro-2-(methylthio)acetae(1) followed by the treatment of zinc du st-acetic acid. The reaction of disubstituted phenols with 1 in the presence of stannic chloride afforded 3-methyltWa-2(3H)-benzofuranone derivatives(11a-c), which were readily converted into 2(3H)-benzofuranone derivatives(12a-c) by desulfurization with zinc dust-acetic acid.

• Archives of Pharmacal Research
• /
• v.15 no.2
• /
• pp.142-145
• /
• 1992

A novel preparative method for hexaprofen, which is a potent antiinflammatory agent, is described. Friedel-Crafts reaction of cyclohexylbenzene with ethyl $\alpha$-chloro-$\alpha$-(methylthio) acetate 1 and $\alpha$-chloro-$\alpha$-(methylthio) acetonitrile 2 afforded ethyl 2-(methylthio)-2-(4-cyclohexylphenyl) acetate 7 and 2-methylthio-2-(4-cyclohexylphenyl) acetonitrile 8, respectively. Compounds 7 and 8 were converted into the corresponding ethyl 2-methylthio-2-(4-cyclohexylphenyl) propionate 9 and 2-methylthio-2-(4-cyclohexylphenyl) propionitrile 10 by methylation with sodium hydride and methyl iodide. Hexaprofen 13 was prepard by hydrolysis of ethyl 2-(4-cyclohexylphenyl) propionate 11 and of 2-(4-cyclohexylphenyl) propionitrile 12 followed by desulfurization of compounds 9 and 10.

• Bulletin of the Korean Chemical Society
• /
• v.31 no.7
• /
• pp.2061-2064
• /
• 2010

• The Korean Journal of Pesticide Science
• /
• v.4 no.2
• /
• pp.72-75
• /
• 2000

3,4-Dimethyl-N-[4-chloro-2-fluoro-5-{(pyrazolylmethyl)oxy}phenyl]maleimides or 3,4,5,6-tetrahydro-N-[4-chloro-2-fluoro-5-{(pylazolylmethyl)oxy} phenyl]phthalimides were prepared and evaluated their herbicidal activities under paddy conditions. Those compounds which have N-methyl-5-pyrazolylmethyloxy moiety showed good tolerance in transplanted rice and strong herbicidal activities on barnyardgrass below 60 g/ha of dose.

• Journal of Microbiology and Biotechnology
• /
• v.8 no.1
• /
• pp.96-100
• /
• 1998

Pseudomonas sp. S-47 degraded 4-chlorobenzoate (4CBA) to 4-chlorocatechol (4CC) that was subsequently ring-cleaved to form 5-chloro-2-hydroxymuconic semialdehyde. These intermediate compounds were identified by GC-mass spectrometry and UV-visible spectrophotometry. 5-chloro-2-hydroxymuconic acid converted from 5-chloro-2- hydroxymuconic semialdehyde (5C-2HMS) was dechlorinated to produce 2-hydroxypenta-2,4-dienoic acid (2HP-2,4DA) by the strain. These results indicate that Pseudomonas sp. S-47 degrades 4CBA to 2HP-2,4DA via a novel pathway including the meta-cleavage of 4CC and dechlorination of 5C-2HMS.

• Bulletin of the Korean Chemical Society
• /
• v.7 no.3
• /
• pp.235-237
• /
• 1986

Reaction of $(E)-{\beta}-chloro-{\gamma}$-hydroxyvinylmercurials, prepared by mercuration of propargyl alcohol and 2-methyl-3-butyne-2-ol, with olefins in the presence of a catalytic amount of $Li_2PdCl_4$ and 2 equiv of cupric chloride in methanol at $50^{\circ}C$ gave the corresponding (E,E)-2,4-dienols in moderate yields. However, addition of 1 equiv of inorganic bases such as magnesium oxide to the reaction mixture brings a rapid and clean vinylation and gave high yields of the dienols at room temperature. In the case of hindered (E)-2-chloro-3-chloromercuri-2-buten-1,4-diol prepared from 2-butyne-1,4-diol, reaction with olefins gave the dienols only in low yields even in the presence of 2 equiv of magnesium oxide.

• Bulletin of the Korean Chemical Society
• /
• v.22 no.9
• /
• pp.999-1004
• /
• 2001

(1-Chloro-2,2-dicyanovinyl)benzene or 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene was reacted with 2-amino-phenol to give the model compound, hydroxy enaminonitrile, which was found to undergo thermal cyclization reaction to form the corresponding benzoxazole. This intramolecular cyclization reaction is expected to occur through nucleophilic attack to electropositive enamine carbon by ortho-hydroxy group on the phenyl ring, which is accompanied by the release of neutral malononitrile through rearrangement. From each bifunctional monomer, o-hydroxy substituted polyenaminonitrile was prepared and characterized as a new precursor polymer for well-known aromatic polybenzoxazole. Also the unusual macrocyclic dimer formation from the 1,4-bis(1-chloro-2,2-dicyanovinyl)benzene and 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane polymerization reaction system was discussed. The thermal cyclization reactions and the properties of polymers were investigated using FT-IR and thermal analysis (DSC & TGA).

• KSBB Journal
• /
• v.11 no.5
• /
• pp.524-528
• /
• 1996

Bacterial degradation of 4-chloro-2-methylphenoxyacetic acid (MCPA) was studied in column reactors under conditions approximating a fluidized bed system, with granular activated carbon (GAC) as a support matrix. A mixed bacterial culture of MCPA-degrading bacteria was used as an inoculum to develop a biofilm on GAC. Initially, adsorption of MCPA by GAC and blofilm formation on GAC were examined. MCPA degradation was evaluated with a batch and continuous mode of operation of the GAC fixed-film column reactors. In the batch operations, complete degradation of MCPA was achieved during the incubation period. Partial degradation of MCPA occurred in the continuous operations and MCPA degradation was dependent on the feeding rate of MCPA solution.

• Journal of Environmental Health Sciences
• /
• v.7 no.2
• /
• pp.107-111
• /
• 1981

Thirteen Carbanilides, P-chloro, bromo, methyl, ethyl, methoxy and ethoxy carbanilides, 4,4'-dichlorocarbahilide, and 4-bromo, methyl, ethyl, methoxy and ethoxy 4'-chlorocarbanilides have been newly synthesized by reacting P-phenetidime, P-anisidime, anilime, P-chloroanilime, P-bromoanilime, P-methoxy aniline, and P-ethoxy anilime with phenyl and P-chlorophenyl isocyanate, respectively. The compounds generally exhibited antibacterial activity against Escherichia coli, and staphylococcus aureus. The results obtained were as follows 4-chlorocarbanilide and 4,4'-clichlorocarbanilide were active against Eschrichia Coli, and Staphylococcus aureus at the concentration of 50 ug/ml. 4-methyl-4'-chloro carbanilide, and 4-ethoxy-4'-chloro carbanilide were active against Escherichia Coli at the concentration of 100ug/ml. 4-methyl-4'-chloro canbanilide were active against Staphylococcus aureus at the concentration of 50ug/ml.