Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1991-04-01
1992-04-07
Morris, Patricia L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D24914, C07D24912
Patent
active
051030160
ABSTRACT:
A multi-step process for the preparation of tetraazaindenes provides new, intermediate compounds and methods for their formation. A first method or step (1) of the process comprises reacting Meldrum's acid (cyclic dimethylmethylene malonate) or a related compound with an orthoester to form a first intermediate. Another method or step (2) of the invention comprises reacting the first intermediate with a triazole to form a second intermediate. A third method or step (3) comprises reacting the second intermediate with a base to form a tetraazaindene salt from which the tetraazaindene can then be formed. Other methods of the invention comprise sequential combinations of the three new methods above described. For example, Meldrum's acid is reacted with triethylorthoacetate in the presence of pyridine and ethyl acetate to form a first intermediate represented by the structural formula ##STR1## The first intermediate is then reacted with 3-amino-5-methylthio-1,2,4-triazole to form a second intermediate represented by the structural formula ##STR2## Upon reaction with sodium carbonate, a tetraazaindene having the formula ##STR3## is produced. Other related compounds are formed when reactants related to those set forth above are employed. Tetraazaindenes are useful as photographic chemicals, for example, as image toners or stabilizers in photographic emulsions.
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Lincoln David G.
Robbins Mark J.
Eastman Kodak Company
Legg L. George
Morris Patricia L.
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