Hydrochloric Acid → 7-(4-Methoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid

HRID 1978567Notes

Reaction equation

HRID 1978567 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]3[S:18](=[O:20])(=[O:19])[CH2:17][CH2:16][C:15]([C:21]([O:23]C)=[O:22])=[CH:14][C:13]=3[CH:25]=2)=[CH:5][CH:4]=1.Cl>COCCOC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]3[S:18](=[O:19])(=[O:20])[CH2:17][CH2:16][C:15]([C:21]([OH:23])=[O:22])=[CH:14][C:13]=3[CH:25]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21995921HCID 21995921, compound

Product 1

HCID 219959627-(4-Methoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acidYield 86.3%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of methyl 7-(4-methoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (463 mg) in 1,2-dimethoxyethane (30 ml) was added 6N hydrochloric acid (30 ml), and the mixture was refluxed for 18 hours and concentrated under reduced pressure to give crystals, which were collected by filtration. The crystals washed with 2-propanol and hexane to give pale yellow crystals of 7-(4-methoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid (384 mg).

Workup

  1. temperaturethe mixture was refluxed for 18 hours
  2. concentrationconcentrated under reduced pressure
  3. customto give crystals, which
  4. filtrationwere collected by filtration
  5. washThe crystals washed with 2-propanol and hexane

Sources & evidence

ORD record
ord-b2135be6f6844182bdeb0f24a918a68f
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

Loading…