Benzenesulfonamide, 3-nitro- → HCID 10211644, compound

HRID 2251714Notes

Reaction equation

HRID 2251714 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-91411ca352d64d4291922e3e08a75cb5
Source dataset
uspto-grants-2008_01
Patent number
US07319163B2

Reaction notes

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