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・ 4-nitrophenylphosphatase
・ 4-Nitropyridine-N-oxide
・ 4-Nitroquinoline 1-oxide
・ 4-Nitrotoluene
・ 4-Nonanoylmorpholine
・ 4-Nonylphenylboronic acid
・ 4-O-beta-D-mannosyl-D-glucose phosphorylase
・ 4-O-Methylhonokiol
・ 4-oxalmesaconate hydratase
・ 4-oxalocrotonate decarboxylase
・ 4-Oxalocrotonate tautomerase
・ 4-oxalomesaconate tautomerase
・ 4-Oxo-2-nonenal
・ 4-oxoproline reductase
4-Phenyl-1,2,4-triazole-3,5-dione
・ 4-Phenyl-4-(1-piperidinyl)cyclohexanol
・ 4-Phenylazepane
・ 4-Phenylfentanyl
・ 4-Phenylpiperidine
・ 4-Phenylthiosemicarbazide
・ 4-phosphoerythronate dehydrogenase
・ 4-phosphopantoate—beta-alanine ligase
・ 4-phytase
・ 4-Piperidinone
・ 4-Player Bowling Alley
・ 4-polytope
・ 4-poster
・ 4-PPBP
・ 4-pyridoxolactonase


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4-Phenyl-1,2,4-triazole-3,5-dione : ウィキペディア英語版
4-Phenyl-1,2,4-triazole-3,5-dione

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4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) is an azodicarbonyl compound. PTAD is one of the strongest dienophiles and reacts rapidly with dienes in Diels-Alder reactions. The most prominent use of PTAD was the first successful synthesis of prismane in 1973.
==Synthesis==
The compound was first synthesized in 1894 by Johannes Thiele and O. Stange. The oxidation of 4-Phenylurazol with lead tetroxide in sulfuric acid yielded small quantities of the substance. It took until 1971 when a practical synthesis was published. The synthesis starts from hydrazine and diethyl carbonate. The product of this step is reacted with phenyl isocyanate and subsequently transformed to the 4-Phenylurazol. Cyclization and subsequent oxidation yields PTAD (6).

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