4-Bromobenzenesulfonamide → HCID 20150471, compound

HRID 568361Notes

Reaction equation

HRID 568361 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:20]=[CH:21][CH:22]=2)[O:11][CH2:12][CH2:13][CH2:14][N:15]=[CH:16]OCC)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:23][C:24]1[CH:29]=[CH:28][C:27]([S:30]([NH2:33])(=[O:32])=[O:31])=[CH:26][CH:25]=1>CO>[Br:23][C:24]1[CH:25]=[CH:26][C:27]([S:30]([NH:33][CH:16]=[N:15][CH2:14][CH2:13][CH2:12][O:11][C:10]2[CH:20]=[CH:21][CH:22]=[C:8]([CH2:7][N:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[CH:9]=2)(=[O:31])=[O:32])=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 696964-BromobenzenesulfonamideHCID 20150468ethyl N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]formimidate

Product 1

HCID 20150471HCID 20150471, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the crude product composed by ethyl N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]formimidate, 7.7 g of p-bromobenzenesulfonamide in 50 ml of methanol are dropwise added under stirring and at room temperature. The mixture is kept under stirring for 1 hour at room temperature, the solvent is removed by distillation under reduced pressure, and the obtained residue is purified by 60-silica gel column chromatography. 14.0 g of N-p-bromobenzene-sulphonyl-N'-[3-[3-(1-pipidinylmethyl)phenoxy]propyl]formamidine.

Workup

  1. additionare dropwise added
  2. stirringunder stirring for 1 hour at room temperature
  3. customthe solvent is removed by distillation under reduced pressure
  4. customthe obtained residue is purified by 60-silica gel column chromatography

Sources & evidence

ORD record
ord-22df7b47b1194cc581b1ab6fb5f1fce9
Source dataset
uspto-grants-1988_03
Patent number
US04728655

Reaction notes

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