Benzenesulfonyl chloride → 1-Bisbenzenesulfonylamino-2-iodo-4-methanesulfonylbenzene

HRID 1432224Notes

Reaction equation

[I:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[NH:4][S:5]([CH3:8])(=[O:7])=[O:6].[C:13]1([S:19](Cl)(=[O:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Cl-].[NH4+]>N1C=CC=CC=1>[C:8]1([S:5]([N:4]([S:19]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:21])=[O:20])[C:3]2[CH:9]=[CH:10][C:11]([S:5]([CH3:8])(=[O:7])=[O:6])=[CH:12][C:2]=2[I:1])(=[O:7])=[O:6])[CH:11]=[CH:12][CH:2]=[CH:3][CH:9]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of the compound obtained in Example 8 (3) (2.20 g) in pyridine (7.4 ml), benzenesulfonyl chloride (1.57 g) was added and the mixture was stirred at 15 to 30° C. for 1 hour and at 60° C. for 1 hour. Further, to the mixture was added benzenesulfonyl chloride (1.57 g) and the mixture was stirred at 60° C. for 15 hours, and: then poured into a saturated aqueous ammonium chloride solution. The precipitates were filtered off, washed with water and ether successively and dried under reduced pressure to obtain 4.22 g of the desired products as a white crystal.

Workup

stirringthe mixture was stirred at 60° C. for 15 hours
filtrationThe precipitates were filtered off
washwashed with water and ether successively
customdried under reduced pressure

Sources & evidence

ORD record: ord-e35da6c02d944378aea90d21bd757b98
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612070B2

Reaction notes

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