Synthesis of Pyridazine Derivatives. VIII. N-Oxidation of 3,4-Dimethylpyridazine Derivatives.
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概要
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N-Oxidation of 6-chloro-3,4-dimethylpyridazine afforded two kinds of product (V and VI), the latter being in a very low yield. 6-Methoxy-3,4-dimethylpyridazine gave sole N-oxide (VIII). Catalytic dehalogenation of V and VI yielded 3,4-dimethylpyridazine N-oxide, II from V and III from VI respectively, both II and III being also obtained by N-oxidation of 3,4-dimethylpyridazine. V was derived to VIII. N-Oxide group in II, V and VIII was concluded to be in the position adjacent to the methyl group from the derivation of V into 1,3,4-trimethyl-6 (1H)-pyridazinone 2-oxide (X) by hydrolysis with dilute sodium hydroxide, followed by methylation with dimethyl sulfate and dilute alkali hydroxide. The structure of X was confirmed by the formation of 1,3,4-trimethyl-6 (1H)-pyridazinone (XI) by catalytic reduction which was prepared by methylation of 3,4-dimethyl-6 (1H)-pyridazinone. Consequently, the nitrogen further removed from the methyl group is oxidized in III and VI.
- 公益社団法人日本薬学会の論文
- 1963-06-25
著者
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中込 孟也
Research Department, Pharmaceutical Division, Sumitomo Chemical Co., Ltd.
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中込 孟也
Research And Development Center Pharmaceuticals Division Sumitomo Chemical Co. Ltd.
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- Conversion of Acylamidopenicillins to Phosphoramidopenicillins, and Removal of Their Phosphoryl Side Chain
- Synthesis of Pyridazine Derivatives. XIV. On the Methylation of 4-Amino-3 (2H) pyridazinone Derivatives
- Synthesis of Pyridazine Derivatives. IX. Nitration of 3,4-Dimethylpyridazine N-Oxide Derivatives.
- Synthesis of Pyridazine Derivatives. VIII. N-Oxidation of 3,4-Dimethylpyridazine Derivatives.
- Bemerkung zur Nitrierung des 1,2,3,4-Tetrahydroisochinolins und seiner Derivate.
- Uber die Umlagerung von 5-Nitroisochinolin-N-Oxyd mittels Tosylchlorids.