Methanol → 6-Benzenesulfonylcarbamoyl-1-(biphenyl-4-ylmethyl)-2-methoxybenzimidazole

HRID 276050

Reaction equation

CO[C:3]([O:8][CH3:9])(OC)OC.[C:10]1([S:16]([NH:19][C:20](=[O:42])[C:21]2[CH:26]=[CH:25][C:24]([NH2:27])=[C:23]([NH:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)=[CH:32][CH:31]=3)[CH:22]=2)(=[O:18])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CO>C(O)(=O)C>[C:10]1([S:16]([NH:19][C:20]([C:21]2[CH:26]=[CH:25][C:24]3[N:27]=[C:3]([O:8][CH3:9])[N:28]([CH2:29][C:30]4[CH:35]=[CH:34][C:33]([C:36]5[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=5)=[CH:32][CH:31]=4)[C:23]=3[CH:22]=2)=[O:42])(=[O:18])=[O:17])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

Conditions

Temperature: 80 °C

Procedure

Tetramethoxymethane (0.250 g) was added to a solution of 0.400 g of N-benzenesulfonyl-4-amino-3-(biphenyl-4-ylmethylamino)benzamide in 3 ml of acetic acid, and the mixture was stirred at 80° C. for 2 hours. Methanol was added to the reaction solution, and the crystals precipitated were collected. The crystals were washed with a mixed solvent of 1 ml of acetone and 8 ml of methanol, separated through filtration, and dried to give 0.280 g of 6-benzenesulfonylcarbamoyl-1-(biphenyl-4-ylmethyl)-2-methoxybenzimidazole (228).

Workup

customthe crystals precipitated
customwere collected
washThe crystals were washed with a mixed solvent of 1 ml of acetone and 8 ml of methanol
customseparated through filtration
customdried

Sources & evidence

ORD record: ord-cb47edb644c341e9b0eddb957c568990
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06352985B1

Linked notes

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