1-[[1-(2-Methylsulfanylethyl)benzimidazol-2-yl]methyl]benzotriazole → 1-[[1-(2-Methylsulfinylethyl)benzimidazol-2-yl]methyl]benzotriazole

HRID 1072009Notes

Reaction equation

[CH3:1][S:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:14][N:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[N:16]1.B1([O-])O[O:25]1.O.O.O.O.[Na+]>C(O)(=O)C>[CH3:1][S:2]([CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH2:14][N:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[N:16]1)=[O:25]

Participants

Conditions

Temperature: 50 °C

Procedure

1-[1-(2-Methylthio-ethyl)-1H-benzimidazol-2-ylmethyl]-1 H-benzotriazole (100 mg, 0.31 mmol) was dissolved in acetic acid (5 mL). Sodium perborate tetrahydrate (52 mg, 0.34 mmol) was added. The reaction mixture was stirred at 50° C. under nitrogen overnight. The acetic acid was evaporated under reduced pressure. Column chromatography (EtOAc, then EtOAc:MeOH=4:1) gave 84 mg (80%) of the title compound as a pale yellow solid.

Workup

customThe acetic acid was evaporated under reduced pressure

Sources & evidence

ORD record: ord-0adec4e9dc8245aea73d06f7281c3a37
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908936B2

Reaction notes

Loading…