Sulfuric Acid → HCID 19788019, compound

HRID 1656443Notes

Reaction equation

HRID 1656443 reaction equation
S([NH:11][C:12]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:13]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[C:17]=1[OH:26])=[O:15])(C1C=CC(C)=CC=1)(=O)=O.S(=O)(=O)(O)O>O>[NH2:11][C:12]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:13]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[C:17]=1[OH:26])=[O:15]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 19788028HCID 19788028, compound

Product 1

HCID 19788019HCID 19788019, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-tosylamino-5-chloro-2'-hydroxy-3', 4'-dimethoxybenzophenone (5.89 g) and 70% sulfuric acid (50 ml) was heated for 1 hr. at 90° C. The whole was diluted with water and extracted with chloroform. The chloroform layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by a column chromatography on silica gel and recrystallized from a mixture of ether and hexane to give 2-amino-5-chloro-2'-hydroxy-3',4'-dimethoxybenzophenone as colorless prisms (3.01 g, 76.8%). m.p. 112°-115° C.

Workup

  1. temperaturewas heated for 1 hr
  2. customat 90° C
  3. extractionextracted with chloroform
  4. washThe chloroform layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by a column chromatography on silica gel
  8. customrecrystallized from a mixture of ether and hexane

Sources & evidence

ORD record
ord-2ba3fda34bb84978949e8183697eb0eb
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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