Benzoyl derivatives and synthesis thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568336, 568425, 568442, 562474, C07C 49697

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058667237

ABSTRACT:
The present invention relates to novel 4-halo-2-fluoro-5-alkylbenzoyl compounds and their methods of manufacture. These compounds are useful for the preparation of agricultural chemicals and medicines, particularly as intermediates for an active class of aryl-haloalkylpyrazole and aryl alkylsulfonylpyrazole herbicides.

REFERENCES:
patent: 2578654 (1951-12-01), Hearne et al.
patent: 2695318 (1954-11-01), Thiel et al.
patent: 2937209 (1960-05-01), Studer et al.
patent: 3326662 (1967-06-01), Toyosato et al.
patent: 3395125 (1968-07-01), Moyer
patent: 3426035 (1969-02-01), Bremmer
patent: 3660411 (1972-05-01), Levy et al.
patent: 3733321 (1973-05-01), Krapcho
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: 4096184 (1978-06-01), Nakamura et al.
patent: 4160108 (1979-07-01), Shigeyasu et al.
patent: 4229466 (1980-10-01), Miyazaki et al.
patent: 4260775 (1981-04-01), Plath et al.
patent: 4323692 (1982-04-01), Tanger
patent: 4327104 (1982-04-01), Timmler et al.
patent: 4329342 (1982-05-01), Heeres et al.
patent: 4339599 (1982-07-01), Jongsma
patent: 4439620 (1984-03-01), Klauke et al.
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: 5015777 (1991-05-01), Chisolm 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: 5068449 (1991-11-01), Kumai et al.
patent: 5080710 (1992-01-01), Rueb et al.
patent: 5093529 (1992-03-01), Schmand
patent: 5108483 (1992-04-01), Kunisch et al.
patent: 5112384 (1992-05-01), Miura et al.
patent: 5126489 (1992-06-01), Kurek
patent: 5146002 (1992-09-01), Yamada et al.
patent: 5155258 (1992-10-01), Kamiya et al.
patent: 5156668 (1992-10-01), Enomoto et al.
patent: 5281571 (1994-01-01), Woodard et al.
patent: 5344992 (1994-09-01), Drewes et al.
patent: 5347054 (1994-09-01), Billeb et al.
patent: 5468871 (1995-11-01), Ebel et al.
patent: 5489571 (1996-02-01), Woodard et al.
patent: 5530126 (1996-06-01), Woodard et al.
patent: 5532416 (1996-07-01), Hamper et al.
patent: 5536700 (1996-07-01), Woodard et al.
patent: 5545609 (1996-08-01), Higashimura et al.
patent: 5587485 (1996-12-01), Chupp et al.
patent: 5600008 (1997-02-01), Hamper et al.
patent: 5600016 (1997-02-01), Hamper et al.
patent: 5654490 (1997-08-01), Hamper et al.
Buu-Hoi, et al., "Carcinogenic Nitrogen Compounds. Part XIV. Friedel-Crafts Reactions with m- and p- Fluorotoluene," J. Chem. Soc., pp. 386-388 (1953).
Gilman, et al., "Metalation of Aryl Fluorides in Tetrahydrofuran," J. Org. Chem., vol. 22, pp. 1715-1716 (1957).
Gross, et al., Chem. Ber., vol. 96, pp. 308-313 (1963).
Joshi, et al., "Studies in Fluorinated .beta.-Diketones & Related Compounds: Part I--Syntheses of Some New Fluorinated .beta.-Diketones & Their Copper Chelates," Indian J. Chem., vol. 10, No. 5, pp. 485-488 (May 1972).
Osman, et al., "Synthesis of Unbranched 4-Alkylbenzalaldehydes," Helv. Chim. Acta., vol. 65, pp. 2448-2449 (1982).
Pathak, et al., "Synthesis and Biological Activities of Some New 2-Arylamino-4-Fluoroarylthiazoles," Pharmazie, vol. 36, No. 5, pp. 331-332 (1981).
Rieche, et al., Chem. Ber., vol. 93, pp. 88-94 (1960).
Scarpati, et al., Synthetic Communications, vol. 20, No. 17, pp. 2565-2572 (1990).
Sharma, et al., "Synthesis and Antifungal Activity of Aryloxyacetyl Hydrazones of Fluoro Aralkyl/Diaryl Ketones," J. Indian Chem. Soc., vol. 61, No. 7, pp.644-646 (Jul. 1984).
Shingare, et al., "Synthesis of Some Sulfonamide Derivatives," J. Indian Chem. Soc., vol. 54, No. 7, pp. 705-708 (Jul. 1977).
Araneo et al., "Hydroperoxides as Pseudohalides: Oxidation . . . Arylation of Acrylonitrile," J. Chem. Soc. Chem. Commun., pp. 1399-1400 (1995).
Barlengua et al., "Synthesis of Halogenated . . . 4-Chloropyrazoles," J. Heterocycl. Chem., 23(2), pp. 459-461 (1986).
Blackman et al., "Amathamide Alkaloids from the Marine Bryozoan Amatha Wilsoni Kirkpatrick," Heterocycles, 85, vol. 23 (11), pp. 2828-2833 (1985).
Brooks et al., "Gas Chromatographic Studies of Catecholamines, Tryptamines, and Other Biological Amines" Analytical Chemistry, vol. 36, No. 8, pp. 1540-1545 (1964).
Broxton et al., "Ring Bromination of Aryl . . . Hypobromous Acid," J. Chem. Soc., Perkin Trans. 1, 74 (15), pp. 1769-1771 (1974). 4,5-Diazaocta-1,3,5,7-tetraen Ein . . . Pyrazol-Synthesen," Chemische-Berichte, 112, pp. 2620-2630 (1979).
Chemical Abstract 91 (17):140839j (1979).
Chemical Abstract No. 92:57881s(1980).
Chemical Abstract No. 109:230773c(1988).
Chemical Abstract 110(11):95234f (1990).
Chemical Abstract 111:15098R (1989).
Chemical Abstract 114:164226b (1991).
Chemical Abstract 119:27827n (1993).
Chemical Abstract 119:71940 (1993).
Chemical Abstract 120:244818K (1994).
Chemical Abstract 122:265037 (1995).
Chemical Abstract 122:265364 (1995).
Chemical Abstract 70:114911 (1969).
Chemical Abstract 91:105689/15 (1979).
Chemical Abstract 97:72283V (1982).
Chemical Abstract 97:72285 (1982).
Chemical Abstract WO 89/02887A (1989).
Chen, Ted K., et al., "A Convenient Synthesis Of 2,3,5,6-TetrahalogenopyridinesAnd Of 3,5-Bis(alkylthio)pyridinesFrom 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).
Frank, et al., "A Modified Procedure for Acid-Catalyzed Esterification with Isopropanol," Chromatographia, vol. 12, No. 3, pp. 168-170 (Mar. 1979).
Frick, W. et al., "Critical Experimental Parameters in Gas Chromatographic-Mass Spectrometric Analysis of Oligopeptide Hydrolysates at the Picomol Level" Analytical Chemistry, vol. 49, No. 8, pp. 1241-1245 (1965).
Friedlaender et al., Chemische Berichte, vol. 47, pp. 3040-3052 (1914).
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).
Hartman et al., "Untersuchungen an Diazoverbindungen Und Arsden-Xx" Phosphorics, vol. 5, pp. 21-29 (1974) (w/English Abstract).
Houben-Weyl, "Carbonsauren und Carbonsaure-Derivate," Methoden der Organischen Chemie, vol. E5, pp. 677-678 (1985).
Ingle, "Synthesis of Some New 3,5-Disubstituted-Pyrazoles", J. Indian Chem. Soc., p. 852, (1988).
Ishihara et al., "A New Effective . . . F-Alkyl Ketones," Chem. Letters, pp. 819-822 (1988).
Itahara, Toshio, et al., "ChloroperoxidaseCatalyzedHalogenationOfPyrimidineBases," Chemistry Letters, pp. 2311-2312 (1987).
Joshi et al., "Studies . . . Compounds IV," J. Inorg. Nucl. Chem., 39, pp. 803-810 (1977).
Joshi et al., "Studies . . . Derivatives," Indian J. Chem., 14B, pp. 1004-1006 (1976).
Karimi-Khoozani, et al., "Nitroimidazoles XI. Syntheses of Substituted (1-Methyl-5-Nitro-2-Imidazolyl) Pyrazoles," Heterocycles, vol. 38, No. 3, pp. 503-510 (1994).
Katritzky, "Advances in Heterocyclic Chemistry," Academic Press, vol. 6, pp. 358-361 (1966).
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).
Leung, et al., "Metabolism and Distribution of the Experimental Triazolone uoromethyl)-5H-triazol-5-one! in the Rat, Goat, and Hen, " J. Agric. Food Chem., vol. 39, pp. 1509-1514 (1991).
Morrison, et al., "Carboxylic Acids," Organic Chemistry, 5th Edition, p. 824. (1986).
Nakatsuka et al., "Methyl Group at 1-Position of Sta

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