Synthesis of certain triazole compounds
OwnerIleana Place, John W. Harder +2inventors
InventorsIleana Place, John W. Harder, Robert F. Romanet, William B. Vreeland
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Abstract
Disclosed is a process for forming a 1H-pyrazolo (1,5-b)-[1,2,4]-triazole compound by ring closing a pyrazoloamidine compound comprising reacting the amidine with an oxidizing agent having a reduction potential vs Ag/AgCl that is more positive than −0.16V and less than +1.43V in the presence of a halogen atom. The invention also discloses certain triazole compounds that are successfully made by the conventional process. The process and compounds of the invention provide improved yields and reduce or eliminate unwanted side-reactions.
Claims26
A process for forming a 1H-pyrazolo (1,5-b)-[1,2,4]-triazole compound by ring closing a pyrazoloamidine compound comprising reacting the amidine with an oxidizing agent having a reduction potential vs Ag/AgCl that is more positive than −0.1 6V and less than +1.43V in the presence of a halogen atom.
A process for forming a 1H-pyrazolo (1,5-b)-[1,2,4]-triazole compound by ring closing a pyrazoloamidine as shown in the following equation:
- 11
- wherein,
- R1 and R2 are independently selected alkyl or aryl groups;
- Z is H or a substituent;
- and
- OA/HAL represents an oxidizing agent that contains a halogen or a combination of an oxidizing agent and a halogen containing compound, the oxidizing agent having a reduction potential vs Ag/AgCl that is more positive than −0.1 6V and less than +1.43V.
A 1H-pyrazolo (1,5-b)-[1,2,4]-triazole compound containing an anionic leaving group γ to the 2-position of the triazole.
Dependencies are inferred from the claim text.