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【结 构 式】 
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【分子编号】62361 【品名】(2-methyl-4-nitro-1H-imidazol-1-yl)methyl acetate 【CA登记号】 |
【 分 子 式 】C7H9N3O4 【 分 子 量 】199.16628 【元素组成】C 42.21% H 4.55% N 21.1% O 32.13% |
合成路线1
该中间体在本合成路线中的序号：(I)The title compound can be obtained by reaction of 1-(acetoxymethyl)-2-methyl-4-nitroimidazole (I) with ethylene oxide (II) in the presence of sulfur trioxide, followed by hydrolysis in aqueous H2SO4
| 【1】 Lavigne, M.; Mandard-Cazin, B. (Aventis Pharma SA); Process for preparing hydroxyalkyl-1 nitro-5 imidazoles. WO 9113877 . |
合成路线2
该中间体在本合成路线中的序号：(I)In a related procedure, 1-(acetoxymethyl)-2-methyl-4-nitroimidazole (I) is condensed with ethyleneglycol diacetate (II) in the presence of anhydrous H2SO4, followed by hydrolysis or alcoholysis under acidic conditions to produce the title compound
| 【1】 Buforn, A.; Massonneau, V.; Mulhauser, M. (Aventis SA); Process for the preparation of 1-hydroxyalkyl-2-methyl-5-nitro-imidazoles. EP 0325513; FR 2625999 . |
合成路线3
该中间体在本合成路线中的序号：(II)Alternatively, 2-methyl-4-nitroimidazole (I) is protected by acylation in hot acetic anhydride to give (II). Addition of ethylene oxide (III) to the N-acetyl imidazole (II) in the presence of SO3, followed by acidic hydrolysis furnishes the title compound
| 【1】 Lavigne, M.; Mandard-Cazin, B. (Aventis Pharma SA); Process for preparing hydroxyalkyl-1 nitro-5 imidazoles. WO 9113877 . |
合成路线4
该中间体在本合成路线中的序号：(I)The title compound can also be obtained by alkylation, in different solvents, of 1-(acetoxymethyl)-2-methyl-4-nitroimidazole (I) with either ethylene sulfate (II) or with bis-(2-acetoxyethyl) sulfate (III) -generated from ethyleneglycol diacetate (IV) and either dimethyl sulfate or H2SO4 - followed by hydrolysis or alcoholysis treatment
| 【1】 Massonneau, V.; Mulhauser, M.; Buforn, A. (Aventis Pharma SA); Process for the preparation of hydroxyalkylating agents, the agents so prepared and their use. EP 0324692 . |
| 【2】 Massonneau, V.; Mulhauser, M.; Buforn, A.; Madard-Cazin, B. (Aventis Pharma SA); Process for the preparation of 1-hydroxyalkyl-5-nitro-imidazoles. EP 0324691 . |
| 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) | 62361 | (2-methyl-4-nitro-1H-imidazol-1-yl)methyl acetate | C7H9N3O4 | 详情 | 详情 | |
| (II) | 62364 | 1,3,2lambda~6~-dioxathiolane-2,2-dione | C2H4O4S | 详情 | 详情 | |
| (III) | 62363 | 4,4,9-trioxo-3,5,8-trioxa-4lambda~6~-thiadec-1-yl acetate | C8H14O8S | 详情 | 详情 | |
| (IV) | 62362 | 2-(acetyloxy)ethyl acetate | C6H10O4 | 详情 | 详情 |