氯磺酸 → Methyl [5-(chlorosulfonyl)-1H-benzimidazol-2-yl]carbamate

HRID 413821

反应方程式

HRID 413821 反应方程式
[C:1]([NH:5][C:6]1[NH:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1)([O:3][CH3:4])=[O:2].[Cl:15][S:16](O)(=[O:18])=[O:17]>>[Cl:15][S:16]([C:13]1[CH:12]=[CH:11][C:9]2[N:10]=[C:6]([NH:5][C:1]([O:3][CH3:4])=[O:2])[NH:7][C:8]=2[CH:14]=1)(=[O:18])=[O:17]

参与物

3

反应物 2

HCID 24638氯磺酸HCID 25429多菌灵

产物 1

HCID 15124047Methyl [5-(chlorosulfonyl)-1H-benzimidazol-2-yl]carbamate收率 78%

实验过程

A solution of 2-carbomethoxyamino-benzimidazole (5.0 g, 0.026 mole) in chlorosulfonic acid (35.00 mL) was stirred at 0° C. for 30 min. and at room temperature for 3 hr. The resulting dark colored reaction mixture was carefully poured into an ice-water mixture (200 mL) and stirred at room temperature for 30 min. The resulting precipitate was filtered and washed thoroughly with cold water (500 ml). The solid was dried overnight under high vacuum in a desiccator over NaOH pallets to yield the desired compound (5.9 g. 78%) as a grey powder. 1H NMR (DMSO-d6) 3.89 (s, 3H), 7.55 (d, 1H, J=8.4 Hz.) 7.65 (d, 1H, J=8.4 Hz), 7.88 (s, 1H).

后处理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed thoroughly with cold water (500 ml)
  3. dry with materialThe solid was dried overnight under high vacuum in a desiccator over NaOH pallets

来源与证据

ORD记录
ord-bc7c9f9a35404be49ec29414babf70be
来源数据集
uspto-grants-2003_05
专利号
US06569882B2

关联笔记

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