4-Bromobenzenesulfonamide → HCID 178514395, compound

HRID 568360Notes

Reaction equation

HRID 568360 reaction equation
[NH2:1][N:2]=[CH:3][NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][N:14]=[CH:15]OCC)[N:9]=1.[Br:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1>CO>[Br:19][C:20]1[CH:21]=[CH:22][C:23]([S:26]([NH:29][CH:15]=[N:14][CH2:13][CH2:12][S:11][CH2:10][C:8]2[N:9]=[C:5]([NH:4][CH:3]=[N:2][NH2:1])[S:6][CH:7]=2)(=[O:27])=[O:28])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 696964-BromobenzenesulfonamideHCID 178468269HCID 178468269, compound

Product 1

HCID 178514395HCID 178514395, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the crude product composed by ethyl N-[2-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]ethyl]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-silicagel column chromatography. 13.5 g of N-p-bromobenzene-sulphonyl-N'-[2-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]ethyl]formamidine are obtained.

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-silicagel column chromatography

Sources & evidence

ORD record
ord-ce3df92d4c354d63a08a64d00ecdc2fe
Source dataset
uspto-grants-1988_03
Patent number
US04728655

Reaction notes

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