Preparation of 4-haloalkylnicotinamides

Details Preparation of 4-haloalkylnicotinamides Preparation of 4-haloalkylnicotinamides

2008-01-08

2008-01-08

Davis, Zinna N. (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

10515507

ABSTRACT:
The invention relates to a method for producing 4-haloalkylnicotinamides having the formula (I):wherein R1is (C1-C4)haloalky, comprising subjecting one or more 3-((C1-C4)haloalkyl-3-oxo-1-alkenylamino)nitriles of the formula (II), (III) or (IV):in-line-formulae description="In-line Formulae" end="lead"?R1—C(O)—CH═CH—NH—CH═CH—CN  (II)in-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?R1—C(O)—CH═CH—NH—CH(ZR2)—CH2—CN  (III)in-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?R1—C(O)—CH═CH—NH—CH(Hal)—CH2—CN  (IV)in-line-formulae description="In-line Formulae" end="tail"?where R1is as defined above, R2is the same or different and is (C1-C6)-alkyl and Z is the same or different and is O, S or NR1, to a ring-closing reaction and simultaneous hydrolysis in the presence of a strong acid.

REFERENCES:
patent: 6239160 (2001-05-01), Tiebes et al.
patent: 6541640 (2003-04-01), Pazenok et al.
patent: 2004/0167334 (2004-08-01), Shermolovich et al.
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patent: 01/70692 (2001-09-01), None
patent: 02/48111 (2002-06-01), None
patent: 03/044013 (2003-05-01), None
International Preliminary Examination Report for PCT/EP2003/004869, Sep. 17, 2004 (cited by Applicants on Jun. 10, 2005).

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