Potassium Carbonate → HCID 18987809, compound

HRID 2396601Notes

Reaction equation

HRID 2396601 reaction equation
[I: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+].[CH2:18]([N:21]=[C:22]=[O:23])[CH2:19][CH3:20]>CC(C)=O>[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:22]([NH:21][CH2:18][CH2:19][CH3:20])=[O:23])(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 61033Propyl isocyanateHCID 28248922-Iodobenzene-1-sulfonamide

Product 1

HCID 18987809HCID 18987809, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4 g of iodobenzene-sulfonamide and 40 ml of acetone were mixed together and 3.92 g of potassium carbonate were added. The reaction was heated to reflux and 1.46 ml of n-propyl isocyanate were added. The medium was maintained at reflux for 2 hours, and after concentrating, 200 ml of water were added. Then, while cooling the reaction mixture to approximately 0°-5° C., a 2N hydrochloric acid solution was added until a pH of 3 was obtained. After crystallizing from acetone-isopropyl ether, 4.9 g of the expected product melting at 211°-212° C. were obtained.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux
  3. temperatureThe medium was maintained
  4. temperatureat reflux for 2 hours
  5. concentrationafter concentrating
  6. addition200 ml of water were added
  7. temperatureThen, while cooling the reaction mixture to approximately 0°-5° C.
  8. additiona 2N hydrochloric acid solution was added until a pH of 3
  9. customwas obtained
  10. customAfter crystallizing from acetone-isopropyl ether

Sources & evidence

ORD record
ord-519c176a5b30450c91d772b026baf7d1
Source dataset
uspto-grants-1996_02
Patent number
US05493046

Reaction notes

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