Sulfanilamide → 4-sulfamoyl-N-[4-(2-furyl)benzylidene]aniline

HRID 497192Notes

Reaction equation

HRID 497192 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)=[CH:5][CH:4]=1)=O.[S:14]([NH2:24])(=[O:23])([C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1)=[O:15]>C(O)C>[S:14]([C:16]1[CH:21]=[CH:20][C:19]([N:22]=[CH:1][C:3]2[CH:8]=[CH:7][C:6]([C:9]3[O:10][CH:11]=[CH:12][CH:13]=3)=[CH:5][CH:4]=2)=[CH:18][CH:17]=1)(=[O:15])(=[O:23])[NH2:24]

Participants

4

Reactant 2

HCID 5333SulfanilamideHCID 27722954-(Furan-2-yl)benzaldehyde

Product 1

HCID 223167314-sulfamoyl-N-[4-(2-furyl)benzylidene]aniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(4-formylphenyl)furan (0.335 g, 1.95 mmol, prepared according to the method of Heterocycles, 1990, 31, 1951), sulfanilamide (0.336 g, 1.95 mmol) in ethanol (8 mL) was heated at reflux temperature for 2.5 hour. After cooling to room temperature, the crystals which collected by filtration and washed with ethanol to give the subtitle compound (0.378 g).

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureat reflux temperature for 2.5 hour
  4. filtrationthe crystals which collected by filtration
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-5208b50a82624ff28da19943635fcb99
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

Loading…