Method of preparing a 5H-dibenz(b,f)azepine-5-carboxamide

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

Reexamination Certificate

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Reexamination Certificate

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07091339

ABSTRACT:
The present invention provides a method of preparing a 5H-dibenz[b,f]azepine-5-carboxamide of formula (1)wherein R1, R2, R3, and R4are independently selected from the group consisting of hydrogen, halogen, nitro, cyano, carboxyl, A, —CO(A), —OCO(A), —O(A), —N(A)2, —CON(A)2, and —COO(A), wherein A is selected from the group consisting of C1–C10alkyl, C3–C10cycloalkyl, C2–C10alkenyl, C5–C10cycloalkenyl, C2–C10alkynyl, and C6–C20aryl, wherein the two A groups of —N(A)2and —CON(A)2can be the same or different, and wherein R2and R3can together form a bond; comprising reacting a 5H-dibenz[b,f]azepine of formula (2)with a) a cyanate salt selected from the group consisting of alkali metal cyanate salts and alkaline-earth metal cyanate salts, and b) a salt of an amino compound having no N—H bonds, wherein the salt has a Ka(25° C.) of at least about 10×10−11.

REFERENCES:
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patent: 6670472 (2003-12-01), Ansari et al.
patent: 2003/0105076 (2003-06-01), Ansari et al.
patent: 0 847 390 (2000-08-01), None
patent: 1 302 464 (2003-04-01), None
patent: WO 96/21649 (1996-07-01), None
patent: WO 97/38978 (1997-10-01), None
patent: WO 01/56992 (2001-08-01), None
patent: WO 02/064557 (2002-08-01), None
International Search Report for International Application No.: PCT/US03/18823, 2004.

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