Azlactone compound and method for preparation thereof

Details Azlactone compound and method for preparation thereof Azlactone compound and method for preparation thereof

2008-04-15

2008-04-15

Saeed, Kamala A. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S237000

Reexamination Certificate

active

10980298

ABSTRACT:
Compounds represented by formula (II):wherein M is a hydrogen atom, sodium, potassium, or lithium; P is a hydrogen atom, an alkyl group, and the like; and the wavy line indicates a cis form, a trans form, or a mixture thereof for the double bond to which it is attached, may be prepared by hydrolyzing a compound represented by formula (I), or a salt thereof:wherein R1and R2are the same or different and each is an alkyl group, or R1and R2together with the adjacent nitrogen atom may form an aliphatic heterocycle, and P and the wavy line are as defined above, in the presence of alkali metal hydroxide.

REFERENCES:
patent: 2555006 (1951-05-01), Rolfson et al.
patent: 2569801 (1951-10-01), Cook et al.
patent: 5948785 (1999-09-01), Akahoshi et al.
patent: 6271238 (2001-08-01), Suzuki et al.
patent: 6277553 (2001-08-01), Taniguchi et al.
patent: 2004/0063936 (2004-04-01), Sugiura et al.
patent: 2004/0230053 (2004-11-01), Takahashi et al.
patent: 2005/0137404 (2005-06-01), Takahashi et al.
patent: 2005/0209257 (2005-09-01), Takahashi et al.
patent: 1 346 985 (2003-09-01), None
patent: 2003-104984 (2003-04-01), None
patent: WO 96/18644 (1996-06-01), None
patent: WO 96/33974 (1996-10-01), None
patent: WO 98/09949 (1998-03-01), None
patent: WO 98/24806 (1998-06-01), None
patent: WO 02/051815 (2002-07-01), None
patent: WO 03/106434 (2003-12-01), None
Wikipedia, the free encyclopedia, on-line version.
U.S. Appl. No. 11/181,985, filed Jul. 15, 2005, Takahashi et al.
K. Cucek et al, “Synthesis of Ethyl 3-(Benzoylamino)indole-2-Carboxylates Involving an Unexpected Migration of the Ethoxycarbonyl Group”,Synlett, 1999, No. 1, pp. 120-122.
Francesca Clerici et al, “Conformationally Constrained Serine Analogues: Synthesis of New 2-Amino-3-hydroxynorbornanecarboxylic Acid Derivatives”,J. Org. Chem., 2000, vol. 65, No. 19, pp. 6138-6141.
N. Leo Benoiton et al, “Amino-acid conjugates of the hapten 2-phenyl-4-ethoxymethylene-5(4H)-oxazolone”,Int. J. Peptide Protein Res., vol. 45, 1995, pp. 266-271.
Ram S. Singh et al, “Synthesis of 4-(N,N-dimethylaminomethylene)-2-alkyl-2-oxazolin-5-ones via Vilsmeier Haack reagent and their reactions with variousN- andO-nucleophiles”,Indian Journal of Chemistry, vol. 39B, Sep. 2000, pp. 688-693.
Lucija Kralj et al, “Aminoacids in the Synthesis of Heterocyclic Systems. The Synthesis of Methyl 2-Acetylamino-3-dimethylaminopropenoate and 2-(N-Methyl-N-trifluoroacetyl)amino-3-dimethylaminopropenoate and their Application in the Synthesis of Heterocyclic Compounds”,J. Heterocyclic Chem., vol. 34, Jan.-Feb. 1997, pp. 247-255.
Kumar K. Singh et al, “Unusual reactions of 2-aryl-4-(N,N-dimethylaminomethylene)-2-oxazolin-5-ones withO-nucleophiles: Synthesis of 2-aryl-4-hydroxymethylene-2-oxazolin-5-ones”,Indian Journal of Chemistry, vol. 37B, No. 2, Feb. 1998, pp. 120-126.
John M. Bland et al, “Synthesis of (E)- and (Z)-Cyclopropyl-3-chloroalanine”,J. Org. Chem., vol. 49, 1984, pp. 1634-1636.
Lukas Wick et al, “Synthesis and Reactions of New 2-Substituted 5-Phenyl-6-oxa-4-azaspiro[2,4]-hepten-7-one Derivatives”,Tetrahedron, vol. 51, No. 37, 1995, pp. 10219-10230.
Kazuyuki Ohmoto et al, “Development of Orally Active Nonpeptidic Inhibitors of Human Neutrophil Elastase”,J. Med. Chem., vol. 44, No. 8, 2001, pp. 1268-1285.
T. W. Greene et al, Protective Groups in Organic Synthesis, 2nd Edition, pp. 348-363, J. Wiley, 1991.
T.W. Greene et al, Protective Groups in Organic Synthesis, 3rd Edition, pp. 550-555, J. Wiley, 1999.
Database CHEMCATS Chemical Abstract Service, Columbus, Ohio, AN: 2002:3070446, PD: Mar. 15, 2005, ON: 2769, “Heterocyclic Compounds Catalog (milligram quantities)”, Florida Center for Heterocyclic Compounds.
Database CHEMCATS Chemical Abstract Service, Columbus, Ohio, RN: 454218-11-1, EN: Entered STN: Sep. 23, 2002, CN: 5(4H)-Oxazolone, 4-(hydroxymethylene)-2-phenyl-, sodium salt (9CI) (CA INDEX NAME), Florida Center for Heterocyclic Compounds.
U.S. Appl. No. 10/980,298, filed Nov. 4, 2004, Takahashi et al.
U.S. Appl. No. 10/980,308, filed Nov. 4, 2004, Takahashi et al.
U.S. Appl. No. 11/010,346, filed Dec. 14, 2004, Takahashi et al.
U.S. Appl. No. 11/081,631, filed Mar. 17, 2005, Takahashi et al.
U.S. Appl. No. 11/417,233, filed May 4, 2006, Takahashi et al.

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