Synthesis of 6-Methylaminopurine by Thermal Cyclization of 4,6-Bis (methylamino) -5-phenylazopyrimidine
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概要
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The thermal cyclization of 4-amino-6-methylamino- (3) and 4,6-bis (methylamino) -5-phenylazopyrimidines (4) to adenine (10) and its N^6-methyl derivative is described. Compound 3 was synthesized by reaction of phenylazomalononitrile (2) with N-methylformamide and ammonia. Compound 4 was synthesized from 2,formamide, methylamine and its hydrochloride. These compounds were also obtained by methylation of 4,6-diamino-5-phenylazopyrimidines, followed by rearrangement in methanolic dimethylamine. Heating 4 at 250-260℃ afforded 6-methylaminopurine (12) together with a small amount of 8-anilino-6-methylaminopurine (13). Similarly, refluxing 3 in Dowtherm A yielded 10 and 8-anilinoadenine (11).
- 社団法人日本薬学会の論文
- 1983-10-25
著者
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瀬尾 卓司
Animal Health Products Division Takeda Chemical Industries Ltd.
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今井 欣一
Animal Health Products Division Takeda Chemical Industries Ltd.
関連論文
- Studies on Nucleic Acid Antagonists. I. Syntheses of 5-Phenylazopyrimidines.
- Synthesis and Coronary Vasodilating Activity of 2-Substituted Adenosines
- Synthesis of Compounds related to Inosine 5'-Phosphate and Their Flavor Enhancing Activity. IV. 2-Substituted Inosine 5'-Phosphates
- Synthesis of 6-Methylaminopurine by Thermal Cyclization of 4,6-Bis (methylamino) -5-phenylazopyrimidine
- Anticoccidials. VI. An Improved Synthesis of 1,6-Dihydro-6-oxo-2-pyrazinecarboxylic Acid 4-Oxide and Some Related Derivatives and Determination of Anticoccidial Activity
- Anticoccidials. VII. Synthesis of 4,5-Dihydro-5-oxo-2-pyrazinecarboxylic Acid 1-Oxides
- Anticoccidials. V. Synthesis and Anticoccidial Activity of 2(1H)-Pyrazinone 4-Oxide Derivatives
- Anticoccidials. IV. A Convenient Synthesis of 2(1H)-Pyrazinone 4-Oxide Derivatives
- Anticoccidials. II. Autoxidation and Structural Determination of 1-Benzylamino-3-substituted Guanidines
- Anticoccidials. I. Syntheses and Anticoccidial Activity of 2-Amino-5-aryl-1,3,4-oxadiazoles, 5-Alkoxy-3-aryl-1H-1,2,4-triazoles, and 3-Aryl-⊿^2-1,2,4-triazolin-5-ones
- Structure-Activity Relationship in the Taste Effect of Ribonucleotide Derivatives
- Studies on the Synthesis of Pyrimidine Deoxynucleosides. I. Synthesis of 2', 3'-Dideoxyuridine and 1-(3-Ethylthio-3-deoxy-β-D-xylofuranosyl) uracil
- Synthesis of Purine Nucleosides Using Iodine as Catalyst
- Synthesis of the Glucose Analogs of Inosine-5' Phosphate.
- Synthesis of 5-Substituted Pyrimidine Nucleosides
- Studies on Nucleic Acid Antagonists. VII. Synthesis and Characterization of 1,4,6-Triazaindenes (5H-Pyrrolo[3,2-d]pyrimidines)
- Studies on Nucleic Acid Antagonists. VI. Synthesis of 1,4,6-Triazain-denes(5H-Pyrrolo[3,2-d]pyrimidines)
- Synthesis of Uridine Diphosphate-Glucuronic Acid.
- Synthesis of Uridine Diphosphate-Glucuronic Acid