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【结 构 式】 
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【分子编号】45155 【品名】1H-benzimidazol-2-ylsulfide; 1H-benzimidazole-2-thiolate 【CA登记号】 |
【 分 子 式 】C7H5KN2S 【 分 子 量 】188.29448 【元素组成】C 44.65% H 2.68% K 20.76% N 14.88% S 17.03% |
合成路线1
该中间体在本合成路线中的序号：(III)A synthesis for [14C]-labeled E-3810 has been described: The cyclization of o-phenylenediamine (I) with [14C]-labeled carbon disulfide (II) by means of aqueous KOH gives the potassium salt of [14C]-2-mercaptobenzimidazole (III), which is treated with acetic acid to obtain the corresponding thiol (IV). The condensation of (IV) with 2-(chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine (V) by means of NaOH in refluxing ethanol yields [14C]-labeled 2-[4-(3-methoxypropoxy)-3-methylpyridin-3-ylmethylthio]benzimidazole (VI). The oxidation of (VI) with m-chloroperbenzoic acid in dichloromethane affords the corresponding sulfoxide (VIII), which is finally treated with 0.1 N NaOH in ethanol.
| 【1】 Sohda, S.; Tagami, K.; Chiku, S.; Synthesis of 14C-labelled sodium pariprazole (E3810). J Label Compd Radiopharm 1993, 33, 9, 849. |
| 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) | 12824 | 2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine | 95-54-5 | C6H8N2 | 详情 | 详情 |
| (III) | 12825 | 2-Sulfanyl-1H-benzimidazole potassium salt | C7H5KN2S | 详情 | 详情 | |
| (III) | 45155 | 1H-benzimidazol-2-ylsulfide; 1H-benzimidazole-2-thiolate | C7H5KN2S | 详情 | 详情 | |
| (IV) | 12821 | 2-Mercaptobenzinidiazole; 1H-Benzimidazol-2-ylhydrosulfide; 1H-Benzimidazole-2-thiol; 2-Benzimidazolethiol; o-Phenylenethiourea; 2-Benzimidazolinethione; 1,3-Dihydro-2H-benzimidazole-2-thione | 583-39-1 | C7H6N2S | 详情 | 详情 |
| (IV) | 45156 | 1H-benzimidazol-2-ylhydrosulfide; 1H-benzimidazole-2-thiol | C7H6N2S | 详情 | 详情 | |
| (V) | 12820 | 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine; 2-(Chloromethyl)-3-methyl-4-pyridinyl 3-methoxypropyl ether | 117977-20-5 | C11H16ClNO2 | 详情 | 详情 |
| (VI) | 12822 | 2-([[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfanyl)-1H-benzimidazole; 2-[(1H-Benzimidazol-2-ylsulfanyl)methyl]-3-methyl-4-pyridinyl 3-methoxypropyl ether | 117977-21-6 | C18H21N3O2S | 详情 | 详情 |
| (VI) | 45157 | 1H-benzimidazol-2-yl [4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl sulfoxide; 2-([[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl)-1H-benzimidazole | C18H21N3O3S | 详情 | 详情 | |
| (VII) | 12823 | 2-([[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl)-1H-benzimidazole; 1H-Benzimidazol-2-yl [4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl sulfoxide | C18H21N3O3S | 详情 | 详情 | |
| (VII) | 45158 | 2-([[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfanyl)-1H-benzimidazole; 2-[(1H-benzimidazol-2-ylsulfanyl)methyl]-3-methyl-4-pyridinyl 3-methoxypropyl ether | C18H21N3O2S | 详情 | 详情 |