Synthesis of pyrazolo[3,4‐ c ][1,2]thiazin‐4(3 H )‐one 2,2‐dioxides, new heterocycles | Zendy

Coppo Frank T. | Zendy; Fawzi Maged M. | Zendy

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Synthesis of pyrazolo[3,4‐ c ][1,2]thiazin‐4(3 H )‐one 2,2‐dioxides, new heterocycles

Author(s) -

Coppo Frank T.,

Fawzi Maged M.

Publication year - 1997

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570340608

Subject(s) - chemistry , sodium hydride , ethyl iodide , pyrazole , methyl iodide , alkylation , iodide , medicinal chemistry , hydride , chloride , sodium iodide , organic chemistry , catalysis , hydrogen

The reaction of substituted ethyl 5‐aminopyrazole‐4‐carboxylates with two equivalents of methanesul‐fonyl chloride gave the substituted ethyl 5‐[bis(methylsufonyl)amino]‐1 H .‐pyrazole‐4‐carboxylates II . Removal of one of the methanesulfonyl groups, followed by alkylation of the ethyl 5‐[(methylsulfonyl)amino]‐1 H ‐pyrazole‐4‐carboxylates III with methyl iodide produced the substituted ethyl 5‐[methyl(methylsulfonyl)amino]‐1 H ‐pyrazole‐4‐carboxylates IV . Treatment of IV with sodium hydride gave the 7‐substituted 1,7‐dihydro‐1‐methylpyrazolo[3,4‐c][1,2]thiazin‐4(3 H )‐one 2,2‐dioxides V .

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