Sulfuric Acid → HCID 54061754, compound

HRID 1979675Notes

Reaction equation

HRID 1979675 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

247.5 Parts of 4-acetylaminophenyl-β-hydroxyethylsulfone (purity: 98.2%) and 205.8 parts of 50% sulfuric acid were fed into a two-shaft double-arm kneader (manufactured by Inoue Seisakusho) operated at 60 r.p.m., and the mixture was maintained at 100° to 105° C. under reduced pressure (400 mmHg) for 10 hours while distilling off the produced water and acetic acid. The reaction product was analyzed by liquid chromatography, obtaining 4-aminophenyl-β-sulfatoethylsulfone in a 96% yield, and 4-aminophenyl-β-hydroxyethylsulfone and 4-aminophenyl-β-acetoxyethylsulfone in small amounts.

Workup

  1. temperature, and the mixture was maintained at 100° to 105° C. under reduced pressure (400 mmHg) for 10 hours
  2. distillationwhile distilling off the produced water and acetic acid

Sources & evidence

ORD record
ord-14a0fb5146e34b2f870a707055f20864
Source dataset
uspto-grants-1984_11
Patent number
US04482501

Reaction notes

Loading…