2-Chloronicotinic acid

Certain pyridines react with Grignard reagents in the 1,4-manner when substituted by electron-withdrawing groups such as a carboxamide <2000J(P1)4245, 2005JOC2000>. The intermediate dihydropyridine can conveniently be oxidized to the pyridine structure. An example of this is seen in the reaction of 6-chloronicotinic acid derivative 125 with an excess of o-tolylmagnesium chloride, followed by oxidation with 2,3-dichloro-5,6-dicyano-l,4-benzoquinone... 

Soil. The most important metabolic steps were oxidation at the imidazolidine ring, reduction or loss of the nitro group, hydrolysis to 6-chloronicotinic acid and mineralisation. Medium adsorption to soil, imidacloprid and soil metabolites are to be classified as immobile... 

The action of mineral acids on 2-(2 -oxocyclohexyl)methyl-6-chloronicotinic acid (140) yields 6-(4 -carboxy)butyl-2-hydroxy-5-oxo-6,7-dihydro-5/7-1 -pyrindine (141).98a 98e Chemical and spectra data, as well as an unequivocal synthesis starting with ethyl 2-bromomethyl-... 

Demethylation by phase I biotransformation is the major pathway, with 6-chloronicotinic acid being the major metabolite. Compounds can then undergo phase II transformation with glycine conjugation representing the major pathway. 

Figure 5 Imidacloprid metabolites in rats, insects and plants. I - 6-chloronicotinic acid (mammalian route of elimination) rosoimine III - 4-hydroxy IV - 5-hydroxy V - guanidine VI - urea VII - olefin VIII - 4,5-dihydroxy derivatives.

AminonicOtiniC Acid, 6-Amino-3 pyridinecar-boxylic acid 6 -amtno-3 -car boxy pyridine. CjHjNjOv mol wt 138.12. C 52.17%, H 4.38%, N 20.28%, O 23.17%. Prepd by heating 6-chloronicotinic acid with ammonia Marck-... 

At the beginning, we used NA as the inducer to the culture medium. However, the activity was not induced to achieve a high level production of 6-CHP. So we screened various nicotinic acid analogues such as 6-chloronicotinic acid, 6-fluoronicotinic acid, 2-chloronicotinic acid, 2-hydroxynicotinic acid, 2,6-dihydroxypyridine, 2,3-pyridinedicarboxylic acid, 3,4-pyridinedicarboxylic acid,... 

CHP was produced by C. testosteroni MCI2848 under the conditions optimized as described above. Since the reaction was injured by the presence of 20 g/1 of 3-CP or more, it was important to maintain the optimum concentration of 3-CP through successive feeding. The reaction was allowed to proceed at 30 °C for 40 h by keeping the concentration of 3-CP below 2%. Figure 1 illustrates a typical course of 6-CHP production from 3-CP by intact cells of the strain cultured at 30°C for 18 h in the presence of 6-chloronicotinic acid (2.5 g/1). The addition of 5 mM NA to the reaction mixture increased the rate of 6-CHP production, and enabled 1.5 times higher accumulation of 6-CHP than that without it. A total of 57.2 g of 6-CHP per liter was produced after 40 h of reaction and the residual 3-CP was 5.5 g/1. The molar yield of 6-CHP was 90% and the selectivity was 100%. The solubility of 6-CHP is so low (3 g/1, pH7.0, 30°C) that the reaction mixture became muddy with the precipitated 6-CHP, which makes the purification of the product to be easy. No other by-product was accumulated in the reaction mixture. 

The anionic surfactant sodium dodecylsulfate (SDS) is by far the most commonly used surfactant in micellar separations. Examples of the use of simple buffered/SDS systems in environmental applications include the simultaneous analysis of 10 A-methylcarbamate pesticides and their hydrolytic phenolic metabolites in river, well, and pond water (pH 8 phosphate/borate buffer/SDS), and the analysis of insecticides (imidacloprid and its metabolite 6-chloronicotinic acid) in air samples collected from a greenhouse cropped with tomatoes (pH 8.5 ammonium chloride/ammonia buffer/SDS). ... 

A. Segura-Carretero, C. Cruces-Bianco, S. Perez Duran and A. Fernandez Gutierrez, Determination of imidacloprid and its metabolite 6-chloronicotinic acid in greenhouse air by application of micellar electrokinetic capillary chromatography with solid-phase extraction, 7. Ghromatogr. A, 1003,189-195, 2003. 

Chloro-5-(chloromethyl)pyridine is an essential synthetic building block for a number of neonicotinoids. The starting material for the first laboratory synthesis of imidadoprid was 6-chloronicotinic acid, which is accessible via the N-oxide... 

Amino nicotinic acid has a molecular weight of 138.12 and crystallizes with two molecules of water from dilute acetic acid. It decomposes above 300° and is slightly soluble in most solvents. The potassium salt is freely soluble in water as is the hydrochloride. The picrate crystallizes in yellow needles which melt at 248°. This compound is prepared by treating 6-chloronicotinic acid with ammonia. 

Nucleophilic amination by replacement of halogen is among the most important reactions of compounds of the pyridine series. The original observation of this kind of reactivity was made by Marckwald , who drew the analogy between halogenopyridines and halogenonitrobenzenes. Whilst 2-chloropyridine was insufficiently reactive, 6-chloronicotinic acid reacted with... 

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