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

HRID 396760Notes

Reaction equation

HRID 396760 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-e9989f4e77d143e39f8802e51f6cd8e4
Source dataset
uspto-grants-2003_08
Patent number
US06608095B2

Reaction notes

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