Acetic Acid → HCID 54540556, compound

HRID 2082874Notes

Reaction equation

HRID 2082874 reaction equation
[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:14]=[C:15]([S:24](=[O:27])(=[O:26])[NH2:25])[C:16]=1[S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OO.C(O)(=[O:32])C>O>[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:14]=[C:15]([S:24](=[O:27])(=[O:26])[NH2:25])[C:16]=1[S:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:32])[CH2:12][OH:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 53706146HCID 53706146, compound

Product 1

HCID 54540556HCID 54540556, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-benzylamino-4-phenylthio-5-sulfamylbenzyl alcohol (8.0 g; prepared as described in Example 24), hydrogenperoxide (10 ml, 30% in water) and acetic acid (80 ml) is stirred at 22°-25° C. for 24 hours. The resulting solution is diluted with water (40 ml) and cooled to precipitate crude 3-benzylamino-4-phenylsulfinyl-5-sulfamylbenzyl alcohol. After recrystallization from a mixture of ethanol and 2-methoxyethanol it is obtained with a melting point of 213°-214° C.

Workup

  1. temperaturecooled
  2. customto precipitate crude 3-benzylamino-4-phenylsulfinyl-5-sulfamylbenzyl alcohol
  3. customAfter recrystallization
  4. additionfrom a mixture of ethanol
  5. custom2-methoxyethanol it is obtained with a melting point of 213°-214° C.

Sources & evidence

ORD record
ord-f77edc5f855f4c17a8928864ddfa374c
Source dataset
uspto-grants-1978_04
Patent number
US04082851

Reaction notes

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