Potassium Carbonate → HCID 67709740, compound

HRID 1781782Notes

Reaction equation

HRID 1781782 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].C([O-])([O-])=O.[K+].[K+].C([N:21]=[C:22]=[O:23])CC.OS([O-])(=O)=O.[Na+]>COC(OC)(C)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:3]([S:8]([NH:11][C:22]([NH2:21])=[O:23])(=[O:10])=[O:9])[CH2:2][CH3:7]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 61033Propyl isocyanateHCID 516919Sodium BisulfateHCID 28012632-Bromobenzenesulfonamide

Product 1

HCID 67709740HCID 67709740, compound

Reagents, catalysts & solvents 1

HCID 64952,2-DimethoxypropaneSolvent

Conditions

Temperature
0 °C

Procedure

3.5 g (15mmol) of 2-bromobenzenesulfonamide and 4.1 g K2CO3 are refluxed in dimethoxypropane for 1 hour. After that time 3 ml of n-propylisocyanate are added via a syringe. After additional 12 hours, the solution is cooled to 0° C., the pH is adjusted to 5-6 using 5% NaHSO4 and this mixture is extracted twice with ethyl acetate. The combined organic extracts are dried over MgSO4 and the solvent is removed. Cristallization from ethyl acetate furnishes the title compound. Rf =0.5 (E/H 2/1); MS (M+1)=321

Workup

  1. extractionthis mixture is extracted twice with ethyl acetate
  2. dry with materialThe combined organic extracts are dried over MgSO4
  3. customthe solvent is removed

Sources & evidence

ORD record
ord-bdaa0f9bbc2a40cdb25fd2d294344c32
Source dataset
uspto-grants-1997_05
Patent number
US05633400

Reaction notes

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