Hydrogen Peroxide → Acetanilide
Reaction equation
OC1C=CC(S[CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:11])=CC=1.OO.CSC>C(O)(=O)C>[C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:11])[CH3:9]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
6.0 g (23.2 mmol) of 2-(4-hydroxyphenylthio)acetoanilide and 50 mL of acetic acid were added under a room temperature into a 100 mL flask with four inlets and attached with a stirrer and a thermometer. To the resultant solution, 5.6 g (49.4 mmol) of 30% aqueous solution of hydrogen peroxide was added, and the solution was stirred for 4 hours at a room temperature and consequently for 5 hours at 100° C. Following to the completion of the reaction, 0.5 g of dimethyl sulfide was added into the solution, and then, the solution was extracted with MIBK. The MIBK layer was washed several times with water, and followed by washing with sodium hydrogencarbonate. The MIBK in the solution was distilled out under reduced pressure, and the resultant residue was subjected to recrystallization with MIBK to obtain 5.8 g of 2-(4-hydroxphenylsulfonyl) acetoanilide. The yield was 86% and the melting point of the compound was in a range of 188 to 189° C.
Workup
- customattached with a stirrer
- additionwas added into the solution
- extractionthe solution was extracted with MIBK
- washThe MIBK layer was washed several times with water
- washby washing with sodium hydrogencarbonate
- distillationThe MIBK in the solution was distilled out under reduced pressure
- customthe resultant residue was subjected to recrystallization with MIBK
Sources & evidence
- ORD record
- ord-3c9a8fe744244d70b55aa374b9178d41
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07012159B1
Reaction notes
Loading…