Sulfuric Acid → HCID 54061754, compound

HRID 1979677Notes

Reaction equation

HRID 1979677 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:29])[CH2:12][S:13]([CH2:16][CH:17]([OH:28])[C:18]2[CH:23]=[CH:22][C:21]([NH:24]C(=O)C)=[CH:20][CH:19]=2)(=[O:15])=[O:14])=[CH:7][CH:6]=1)(=O)C.S(=O)(=O)(O)O>>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:29])[CH2:12][S:13]([CH2:16][CH:17]([OH:28])[C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)(=[O:15])=[O:14])=[CH:7][CH:6]=1.[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]([O:29][C:11](=[O:29])[CH3:8])[CH2:12][S:13]([CH2:16][CH:17]([O:28][C:17](=[O:28])[CH3:16])[C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)(=[O:15])=[O:14])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 86739754HCID 86739754, compound

Product 2

HCID 54061754HCID 54061754, compoundHCID 67601457HCID 67601457, compound

Procedure

2475 Parts of 4-acetylaminophenyl-β-hydroxy ethylsulfone (purity: 98.2%) were added to 1470 parts (molar ratio 1.05) of 70% sulfuric acid under stirring. The mixture was maintained at 100° to 105° C. for 1 hour and then continuously fed into a Kurimoto continuous kneader at a rate of 5 parts per minute, while distilling off the produced water and acetic acid. The powdery reaction product obtained continuously was analyzed by paper-chromatography, obtaining 4-aminophenyl-β-sulfatoethylsulfone in a 94% yield, and 4-aminophenyl-β-hydroxyethylsulfone and 4-aminophenyl-β-acetoxy-ethylsulfone in small amounts.

Workup

  1. temperatureThe mixture was maintained at 100° to 105° C. for 1 hour
  2. distillationwhile distilling off the produced water and acetic acid
  3. customThe powdery reaction product obtained continuously

Sources & evidence

ORD record
ord-e2e185f7f6474ce8abc160caa344cc86
Source dataset
uspto-grants-1984_11
Patent number
US04482501

Reaction notes

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