Oxidation of amines and sulfides by 3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3h-pyrazole
β Scribed by Alfons L. Baumstark; Douglas R. Chrisope
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 224 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The asymmetric unit of the title compound, C~21~H~17~N~3~O~2~Β·0.5C~3~H~6~O, is composed of two independent but similar molecules. The pyrazole ring in each molecule is almost planar and the NβN bond lengths in the pyrazole rings are 1.384β (2) and 1.385β (2)β Γ .
The reaction of 3-hydroperoxy-4,4,5,5-tetramethyl-3phenyl-1,2-dioxolane, 1, with a series of sulfides (2a β«Χ‘β¬ thioanisole, 2b β«Χ‘β¬ ethyl phenyl sulfide, 2c β«Χ‘β¬ 2-chloroethyl phenyl sulfide, and 2d β«Χ‘β¬ 2-chloroethyl methyl sulfide) at 34ΠC in various solvents yielded the corresponding sulfoxides and 3
The title compound 3 was obtained during the rearrangement of isoxazol-5-yl hydrazine 1 to 1 -aminopyrazolone 2 at \(115^{\circ}\). X-ray analysis of the corresponding benzylidene derivative allowed us to achieve the structure assignment.