Studies on Pyridazine 1,2-Dioxides. IV. Reduction and Substitution of 4-Nitro-3,6-dimethylpyridazine 1,2-Dioxide
スポンサーリンク
概要
- 論文の詳細を見る
Catalytic reduction of 4-nitro-3,6-dimethylpyridazine 1,2-dioxide (II) over palladiumcharcoal in ethanol, the reaction being stopped after absorption of four moles of hydrogen, afforded 4-amino-3,6-dimethylpyridazine 1-oxide (III) and 5-amino-3,6-dimethylpyridazine 1-oxide (IV), while after absorption of three moles of hydrogen, II gave 5-hydroxylamino-3,6-dimethylpyridazine 1-oxide (V) in 38% yield. Heating of II with hydrochloric acid or with hydrobromic acid formed 4-chloro-3,6-dimethylpyridazine 1,2-dioxide (IXa) or 4-bromo-3,6-dimethylpyridazine 1,2-dioxide (IXb), respectively. When II was treated with acetyl chloride at room temperature for 7 days, 3,6-dimethyl-4,5-dichloropyridazine 1-oxide (X), 3-chloromethyl-4-nitro-6-methylpyridazine 1-oxide (XI) and 3-methyl-4,5-dichloro-6-cyanopyridazine 1-oxide (XII) were obtained besides IXa. In addition to above-mentioned new pyridazine dioxide derivatives (IXa and IXb), 4-methoxy-3,6-dimethylpyridazine 1,2-dioxide (XIIIa) and 4-benzyloxy-3,6-dimethylpyridazine 1,2-dioxide (XIIIb) were synthesized.
- 公益社団法人日本薬学会の論文
- 1975-11-25
著者
関連論文
- Synthesis of Antitumor Pyridine and Pyridazine N-Oxides having (2-Chloroethyl) nitrosoureidomethyl and Bis (2-chloroethyl)-aminomethyl Groups
- Antitumor Activity of 4-Nitropyridazine 1-Oxides and Related Compounds for AH-13
- Studies on Pyridazine 1,2-Dioxides. I. Syntheses of Pyridazine 1,2-Dioxides
- Antitumor Activity of 2-Acylamino-1,3,4-thiadiazoles and Related Compounds
- Thermolysis of N-Aryl-N-nitrosoureas to Afford Aryl Isocyanates and Nitrosamines via O-Nitrosoisourea Intermediates
- 1,3-Nitroso Rearrangement and Transnitrosation of 1-Aryl-3-benzyl-1-nitrosoureas Which Decompose to Liberate Nitrosyl Radical under Mild Conditions
- Different Sensitivities of Rat Ascites Hepatoma AH13 and Mouse Lymphoid Leukemia L1210 Cells to Typical N-Nitrosoureas
- Reactions of 1-(2-Chloroethyl)-1-nitroso-3-(3-pyridylmethyl) urea N_-Oxide with Several Biological Model Compounds
- Nitrosation of 1-Substituted 3-(2-Pyridylmethyl) ureas and Related Compounds
- Syntheses of Arylcyanotriazenes and Related Compounds
- Rearrangement of 1-Substituted 3-(3-Pyridylmethyl) nitrosoureas to Their N-Nitroso Isomers in the Presence of Acids
- Studies on Pyridazine 1,2-Dioxides. IV. Reduction and Substitution of 4-Nitro-3,6-dimethylpyridazine 1,2-Dioxide
- Transnitrosation by N-Aryl-N-nitrosoureas : NO-Carrying O-Nitrosoisourea
- Preparation and Properties of 3-Alkyl-1-arylnitrosoureas and Related Compounds(Organic,Chemical)
- Studies on the Conformation of 1-Aryl-1-nitrosoureas and Related Compounds(Organic,Chemical)
- Preparation and Properties of Novel Trisubstituted N-Nitrosoureas which Decompose to Afford Triazenes and Nitro Compounds under Mild Conditions