1-amino-2,4-imidazolidinedione -Drug Synthesis Database

【结构式】

【分子编号】63585

【品名】1-amino-2,4-imidazolidinedione

【CA登记号】

【分子式】C₃H₅N₃O₂

【分子量】115.09172

【元素组成】C 31.31% H 4.38% N 36.51% O 27.8%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VI)

Diazotization of 4-nitroaniline (I), followed by copper-catalyzed coupling of the resultant diazonium salt (II) with 2-furaldehyde (III) leads to 5-(p-nitrophenyl)-2-furancarboxaldehyde (IV) (1). Cyclization of semicarbazideacetic acid (V) by heating in aqueous sulfuric acid leads to 1-aminohydantoin (VI) (2). This is then condensed with aldehyde (IV) to furnish the furfurylidene aminohydantoin (VII) (1, 2). Treatment of (VII) with sodium methoxide gives rise to the corresponding sodium salt (1).

参考文献中间体

合成目标

【1】 Frimm, R.; Kovac, S.; Giller, S.A.; Furan derivatives. XXIII. Synthesis and absorption spectra of 5-(nitrophenyl)-2-furaldehyde derivatives. Chem Zvesti 1969, 23, 11-12, 916.
【2】 Snyder, H.R. Jr.; Davis, C.S.; Bickerton, R.K.; Halliday, R.P.; 1-[(5-Arylfurfurylidene)amino]hydantoins. A new class of muscle relaxants. J Med Chem 1967, 10, 5, 807.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	15547	4-nitrophenylamine; p-Nitroaniline; 4-nitroaniline	100-01-6	C₆H₆N₂O₂	详情	详情
(II)	61431	4-nitrobenzenediazonium		C₆H₄N₃O₂	详情	详情
(III)	63582	2-furaldehyde		C₅H₄O₂	详情	详情
(IV)	63583	5-(4-nitrophenyl)-2-furaldehyde		C₁₁H₇NO₄	详情	详情
(V)	63584	2-[1-(aminocarbonyl)hydrazino]acetic acid		C₃H₇N₃O₃	详情	详情
(VI)	63585	1-amino-2,4-imidazolidinedione		C₃H₅N₃O₂	详情	详情
(VII)	63586	1-({(E)-[5-(4-nitrophenyl)-2-furyl]methylidene}amino)-2,4-imidazolidinedione		C₁₄H₁₀N₄O₅	详情	详情

Extended Information