メチルピリジン誘導体の合成(第9報)4-Nitro-2,6ーlutidine1-Oxide及び4-Nitro-3-picoline 1-Oxideの還元

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概要

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• Reduction of 4-nitro-2,6-lutidine 1-oxide (Ia) and 4-nitro-3-picoline 1-oxide (Ib) under various conditions was examined. Upon catalytic reduction with palladium-charcoal in aqueous solution, (Ia) and (Ib) were respectively reduced to 4-amino-2,6-lutidine 1-oxide (IIa) and 4-amino-3-picoline 1-oxide (IIb). However, in methanolic solution or 10% hydrochloric acid solution, the reduction did not proceed smoothly and azo derivatives (Va, Vb) were obtained as a by-product. In glacial acetic acid, to which a small amount of acetic anhydride had been added, the reduction proceeded smoothly and 4-amino derivatives (IIIa, IIIb) were obtained. By the reduction of (Ia) and (Ib) with hydrogen sulfide or sodium nitrite, 4,4'-azo-2,6-lutidine 1,1'-dioxide (Va) and 4,4'-azo-3-picoline 1,11'-dioxide (Vb) were obtained. When zinc dust was used as a reducing agent 4,4'-azoxy 1,1'-dioxide compounds(IVa, IVb)were obtained.

• 公益社団法人日本薬学会の論文
• 1956-06-25

著者

• 加藤 鉄三

  Women's Department Tokyo College Of Pharmacy

• 浜口 文子

  Women's Department Tokyo College Of Pharmacy

関連論文

• Synthesis of Quinolizine Derivatives. XIII. On the Relationship between Chemical Structure and Uterus Contracting Action of Quinolizidine Derivatives, and Synthesis of Some of these Derivatives.
• メチルピリジン誘導体の合成(第10報)4-Aminomethylpyridine1-OXideのSkraup反応
• メチルピリジン誘導体の合成(第9報)4-Nitro-2,6ーlutidine1-Oxide及び4-Nitro-3-picoline 1-Oxideの還元

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