Potassium Carbonate → 2-Iodobenzene n-propylsulfonylurea

HRID 53407

Reaction equation

HRID 53407 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+].C([N:21]=[C:22]=[O:23])CC.CC(C)=O.C(OC(C)C)(C)C>CC(C)=O>[I: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 28248922-Iodobenzene-1-sulfonamideHCID 22221350Acetone diisopropyl ether

Product 1

HCID 677097452-Iodobenzene n-propylsulfonylurea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred solution of 2-iodo benzene sulfonamide (4 g) in acetone (40 mi) solid K2CO3 (3.92 g) is added in one portion and the mixture is refluxed under N2 -atmosphere, n-propyl isocyanate is added dropwise to the heated mixture. After 2 hours reflux, the reaction is cooled to room temperature and concentrated to dryness. Water (200 ml) is added and the cooled mixture is acidified with 2N HCl to pH 4 and filtered. The precipitate obtained is recristallised with acetone/isopropyl ether mixture to give 4.1 g solid of the title compound.

Workup

  1. temperaturethe mixture is refluxed under N2 -atmosphere
  2. temperatureAfter 2 hours reflux
  3. concentrationconcentrated to dryness
  4. additionWater (200 ml) is added
  5. filtrationfiltered
  6. customThe precipitate obtained

Sources & evidence

ORD record
ord-18fec9a30f8d426199d4e419529c510e
Source dataset
uspto-grants-1997_04
Patent number
US05618975

Linked notes

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