Benzenesulfonamide, 3-nitro- → HCID 10211644, compound

HRID 892286Notes

Reaction equation

HRID 892286 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:20])[C:10]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=1)[C:5]([OH:7])=O.[N+:21]([C:24]1[CH:25]=[C:26]([S:30]([NH2:33])(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1)([O-:23])=[O:22]>>[Br:20][C:9]1[CH:8]=[C:4]([CH:3]=[C:2]([Br:1])[C:10]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=1)[C:5]([NH:33][S:30]([C:26]1[CH:27]=[CH:28][CH:29]=[C:24]([N+:21]([O-:23])=[O:22])[CH:25]=1)(=[O:32])=[O:31])=[O:7]

Participants

3

Reactant 2

HCID 67138Benzenesulfonamide, 3-nitro-HCID 22242280HCID 22242280, compound

Product 1

HCID 10211644HCID 10211644, compoundYield 54.4%

Procedure

3,5-dibromo-4-(3-bromobenzyloxy)benzoic acid (0.17 mmol) was coupled with 3-nitrobenzenesulphonamide (0.89 mmol) using the procedure described in Example 31. Purification on column (silica gel, chloroform/methanol 9:1) gave 60 mg (54%) of N-[3,5-dibromo-4-(3-bromobenzyloxy)benzoyl]-3-nitrobenzenesulphonamide.

Workup

  1. customPurification on column (silica gel, chloroform/methanol 9:1)

Sources & evidence

ORD record
ord-5e9e7b3ba2094960b7d83ac1fdc5afd0
Source dataset
uspto-grants-2006_02
Patent number
US07005538B1

Reaction notes

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