Toluene → HCID 136414044, compound

HRID 2188489Notes

Reaction equation

HRID 2188489 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([O:10][CH3:11])[CH:3]=1.[C:12]1([S:18]([NH2:21])(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:21][S:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:20])=[O:19])=[C:4]([O:10][CH3:11])[CH:3]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 7370BenzenesulfonamideHCID 5195414-Hydroxy-2-Methoxybenzaldehyde

Product 1

HCID 136414044HCID 136414044, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

An equimolar mixture of 27.4 g (0.18 mol) 4-hydroxy-2-methoxybenzaldehyde and 28.3 g (0.18 mol) benzenesulfonamide was placed into toluene. 100 mg p-toluenesulfonic acid was added as a catalyst. The mixture was then heated under reflux on a water separator until the theoretically calculated quantity of water had separated. After cooling to room temperature, the precipitated solid was filtered off and dried under vacuum. Yield: 43.0 g (78.9%).

Workup

  1. temperatureThe mixture was then heated
  2. customhad separated
  3. filtrationthe precipitated solid was filtered off
  4. customdried under vacuum

Sources & evidence

ORD record
ord-9600ddc41ee4410685ab662e98b0dca5
Source dataset
uspto-grants-2012_12
Patent number
US08323356B2

Reaction notes

Loading…