Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1996-06-20
1999-03-09
Dees, Jose' G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
5483731, 5483761, C07D23116, C07D40100
Patent
active
058802908
ABSTRACT:
Processes for preparing substituted 3-aryl-5-haloalkyl-pyrazoles and, alkyl)-4-halo-5-(C.sub.1-3 haloalkyl)-1H-pyrazole-3-yl!-2,4-dihalo-benzoic acids such as isopropyl obenzoate, are presented. The described processes include novel approaches for forming phenyl-diketones, forming and alkylating pyrazoles, brominating heterocyclic compounds, oxidizing alkyl-substituted benzene compounds, and esterifying carboxylic acids. These processes may be combined to prepare 3-aryl-5-haloalkyl pyrazoles, or alternatively, used in subcombinations or individually to prepare intermediates or other useful compounds.
REFERENCES:
patent: 2578654 (1951-12-01), Hearne et al.
patent: 2695318 (1954-11-01), Thiele
patent: 2937209 (1960-05-01), Studer et al.
patent: 3326662 (1967-06-01), Tomoyoshi et al.
patent: 3395125 (1968-07-01), Moyer
patent: 3426035 (1969-02-01), Bremmer
patent: 3660411 (1972-05-01), Levy et al.
patent: 3832403 (1974-08-01), Farona et al.
patent: 3948937 (1976-04-01), Johnson et al.
patent: 4008249 (1977-02-01), Fischer et al.
patent: 4033986 (1977-07-01), Castenson et al.
patent: 4052459 (1977-10-01), Malfroid
patent: 4065502 (1977-12-01), MacKay et al.
patent: 4072498 (1978-02-01), Moon et al.
patent: 4160108 (1979-07-01), Shigeyasu et al.
patent: 4260775 (1981-04-01), Plath et al.
patent: 4323692 (1982-04-01), Tanger
patent: 4339599 (1982-07-01), Jongsma
patent: 4485254 (1984-11-01), Tanger
patent: 4752326 (1988-06-01), Ohyama et al.
patent: 4820845 (1989-04-01), Beck et al.
patent: 4895984 (1990-01-01), Eggersdorfer et al.
patent: 5032165 (1991-07-01), Miura et al.
patent: 5045106 (1991-09-01), Moedritzer et al.
patent: 5053517 (1991-10-01), Takigawa et al.
patent: 5126489 (1992-06-01), Kurek
patent: 5155258 (1992-10-01), Kamiya et al.
patent: 5281571 (1994-01-01), Woodard et al.
patent: 5344992 (1994-09-01), Drews et al.
patent: 5468871 (1995-11-01), Ebel et al.
patent: 5489571 (1996-02-01), Woodard et al.
patent: 5530126 (1996-06-01), Woodward et al.
patent: B15015777 (1994-12-01), Chisolm et al.
Chen, Ted K., et al., "A Convenient Synthesis Of 2,3,5,6-Tetrahalogenopyridines And Of 3,5-Bis(alkylthio)pyridines From 2,6-Diaminopyridine," J.C.S. Chem. Comm., pp. 1139-1140 (1980).
Fieser, L. F., et al., "Reagents For Organic Synthesis," John Wiley and Sons, Inc., p. 73 (1967).
Gol'dfarb, Ya. L., et al., "New Method For Preparation Of 2-Bromothiophene," Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, vol. 31, No. 10(2), pp. 2104-2105 (Oct. 1982).
Grimmett, M. Ross, "Halogenation Of Heterocycles: I. Five-Membered Rings," Advances in Heterocyclic Chemistry, vol. 57, pp. 291, 293-297, 336, 341-343 (1993).
Houben-Weyl, "Carbonsauren und Carbonsaure-Derivate," Methoden der Organischen Chemie, vol. E5, pp. 677-678 (1985).
Itahara, Toshio, et al., "Chloroperoxidase Catalyzed Halogenation Of Pyrimidine Bases," Chemistry Letters, pp. 2311-2312 (1987).
Kellogg, B. A., et al., "Base Catalyzed Hydrolysis And .sup.18 O.dbd.C Exchange Of Ethyl And Isopropyl Toluoate In H.sub.2 O and D.sub.2 O Media. The Anionic Tetrahedral Intermediates Are Protonically Equilibrated," J. Am. Chem. Soc., vol. 117, No. 6, pp. 1731-1735 (1995).
Kivinen, Antti, "Mechanisms Of Substitution At The COX Group," The Chemistry Of Functional Groups, pp. 177, 182-191 (1972).
Trujillo, John I., et al., "Facile Esterification Of Sulfonic Acids And Carboxylic Acids With Triethylorthoacetate," Tetrahedron Letters, vol. 34, No. 46, pp. 7355-7358 (1993).
Chemical Abstract No. 92:57881s(1980).
Chemical Abstract No. 109:230773c(1988).
Frank, et al., "A Modified Procedure for Acid-Catalyzed Esterification with Isopropanol," Chromatographia, vol. 12, No. 3, pp. 168-170 (Mar. 1979).
Leung, et al., "Metabolism and Distribution of the Experimental Triazolone -1,4-dihydro-3-methyl-4-(difluoromethyl)-5H-triazol-5-one!in the Rat, Goat, and Hen," J. Agric. Food Chem., vol. 39, pp. 1509-1514 (1991).
Morrison, et al., "Organic Chemistry," 5th ed., Ch. 23, p. 824, Allyn and Bacon, Inc., 1959.
Nakatsuka, et al., "Methyl Group at 1-Position of Stabilized Indole as a Protective Group," Heterocycles, vol. 24, No. 10, pp. 2791-2792 (1986).
Frick, W. et al., "Critical Experimental Parameters in Gas Chromatographic-Mass Spectrometric Analysis of Oligopeptide Hydrolysates at the Picomole Level" Analytical Chemistry, vol. 49, No. 8, pp. 1241-1245.
Brooks et al., "Gas Chromatographic Studies of Catecholamines, Tryptamines, and Other Biological Amines" Analytical Chemistry, vol. 36, No. 8, pp. 1540-1545 (1964).
Hartmann et al., "Untersuchungen an Diazoverbindungen Und Arsden-Xx" Phosphorics, vol. 5, pp. 21-29 (1974) (abstract only in English).
Katritzky, "Advances in Heterocyclic Chemistry" Academic Press, vol. 6, pp. 358-361 (1966).
Ingle, "Synthesis of Some New 3,5-Disubstituted-Pyrazoles", J. Indian Chem. Soc., p. 852, (1988).
Joshi et al., "Studies in Fluorinated B-Diketones & Related Compounds", Indian J. of Chem., pp. 485-488, (1972).
Ng. pH Buu-Hoi et al., Carcinogenic Nitrogen Compounds, The Radium Institute, pp. 386-388 (1952).
Araneo et al., "Hydroperoxides as Pseudohalides" J. Chem. Soc., pp. 1399-1400 (1995).
R. Karimi-Khoozani et al., Syntheses of substituted (1-methyl-5-nitro-2-imidazolyl) pyrazles, Issue No. 3, pp. 503-510, (1994).
Chemical Abstracts 122: 265037 (1995).
Chemical Abstracts 91: 19178 (1979).
Chemical Abstracts WO 8902887A.
Chemical Abstracts 111:115098R, vol. 111, (1989).
Chemical Abstracts 120:244818k, vol. 120, (1994).
Chemical Abstracts 115:159132, Issue 22, (1991).
Chemical Abstracts 110(11):95234f, (1990).
Chemical Abstracts 70:114911, (1969).
Chemical Abstacts 119, 71940, (1993).
Chemical Absttact 123:284872 (1995).
Chemical Abstracts 97:72283V (1982).
Hamper Bruce C.
Mao Michael K.
Phillips Wendell Gary
Dees Jos,e G.
Monsanto Company
Qazi Sabiha N.
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