3-Nitro-1H-1,2,4-triazole; 3-Nitro-1,2,4-triazole -Drug Synthesis Database

【结构式】

【分子编号】12476

【品名】3-Nitro-1H-1,2,4-triazole; 3-Nitro-1,2,4-triazole

【CA登记号】24807-55-4

【分子式】C₂H₂N₄O₂

【分子量】114.06364

【元素组成】C 21.06% H 1.77% N 49.12% O 28.05%

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：(III)

Condensation of aminoguanidine carbonate (I) with formic acid gives 3-aminotriazole (II), which by treatment with concentrated nitric acid in a sodium nitrite solution gives 3-nitrotriazole (III). N-Alkylation of (III) with bromoacetic acid ethyl ester affords 2-(3-nitro-1,2,4-triazol-1-yl)acetic acid ethyl ester (IV). Reaction of (IV) with 2-methoxyethylamine in dioxane yields AK-2123.

参考文献中间体

合成目标

【1】 Horning, E.C.; Organic Syntheses, Vol. 3, 1st Ed. University of Missouri 1995, 95.
【2】 Sugita, T.; Masuoka, M.; Nishikawa, Y.; Nishimoto, S.; Zhuo, L.; Sasai, K.; Kagiya, T.; Nitrotriazoles bearing sulfur-substituted side chains: Preparation and characterization as hypoxic cell radiosensitizers. Anti-Cancer Drug Des 1992, 7, 277-84.
【3】 Huan, L.C.; Rong, S.; AK-2123. Drugs Fut 1995, 20, 7, 659.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	16640	Ethyl 2-bromoacetate; Ethyl bromoacetate	105-36-2	C₄H₇BrO₂	详情	详情
	34675	2-methoxyethylamine; 2-methoxy-1-ethanamine	109-85-3	C₃H₉NO	详情	详情
(I)	10015	1-Hydrazinecarboximidamide; Hydrazinecarboximidamide	79-17-4	CH₆N₄	详情	详情
(II)	12475	1H-1,2,4-Triazol-3-amine; 1H-1,2,4-Triazol-3-ylamine	61-82-5	C₂H₄N₄	详情	详情
(III)	12476	3-Nitro-1H-1,2,4-triazole; 3-Nitro-1,2,4-triazole	24807-55-4	C₂H₂N₄O₂	详情	详情
(IV)	12477	ethyl 2-(3-nitro-1H-1,2,4-triazol-1-yl)acetate		C₆H₈N₄O₄	详情	详情

Extended Information