Volume 21, Issue 1 pp. 155-159

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Chemistry of the phenoxathiins and isosterically related heterocycles. XXIX^† The crystal and molecular structure of 5-(3′-hydroxypyridyl-2′-thio)-4-nitro-1-methylimidazole

Salvador Puig-Torres,

Salvador Puig-Torres

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004

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Gary E. Martin,

Corresponding Author

Gary E. Martin

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004Search for more papers by this author

Steven B. Larson,

Steven B. Larson

Department of Chemistry, University of Texas, Austin, Texas 78712

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Stanley H. Simonsen,

Stanley H. Simonsen

Department of Chemistry, University of Texas, Austin, Texas 78712

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Salvador Puig-Torres,

Salvador Puig-Torres

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004

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Gary E. Martin,

Corresponding Author

Gary E. Martin

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004

Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004Search for more papers by this author

Steven B. Larson,

Steven B. Larson

Department of Chemistry, University of Texas, Austin, Texas 78712

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Stanley H. Simonsen,

Stanley H. Simonsen

Department of Chemistry, University of Texas, Austin, Texas 78712

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First published: January/February 1984

https://doi.org/10.1002/jhet.5570210131

Citations: 10

^†

For the previous paper in this series, see: W. W. Lam, K. Smith, J. R. Turner and G. E. Martin, J. Chem. Soc., Perkin Trans. II, submitted.

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Abstract

Reaction of the dianion of 3-hydroxypyridine-2(1H)-thione with 5-chloro-4-nitro-1-methylimidazole in N,N-dimethylformamide led to the formation of 5-(3′-hydroxypyridyl-2′-thio)-4-nitro-1-methylimidazole, which failed to cyclize to the desired pyrid[1,4]oxathiinoimidazole derivative. In an effort to determine why the intermediate phenolate sulfide had failed to cyclize, the crystal structure of the isolated product was determined. The structure refined to R = 0.036.

References and Notes

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Citing Literature

Volume21, Issue1

January/February 1984

Pages 155-159

Chemistry of the phenoxathiins and isosterically related heterocycles. XXIX^† The crystal and molecular structure of 5-(3′-hydroxypyridyl-2′-thio)-4-nitro-1-methylimidazole

Abstract

References and Notes

Citing Literature

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Chemistry of the phenoxathiins and isosterically related heterocycles. XXIX† The crystal and molecular structure of 5-(3′-hydroxypyridyl-2′-thio)-4-nitro-1-methylimidazole

Abstract

References and Notes

Citing Literature

References

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Chemistry of the phenoxathiins and isosterically related heterocycles. XXIX^† The crystal and molecular structure of 5-(3′-hydroxypyridyl-2′-thio)-4-nitro-1-methylimidazole