HCID 21995750, compound → HCID 21995951, compound

HRID 1978609Notes

Reaction equation

HRID 1978609 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:13]=[CH:14][C:15]2[S:21](=[O:23])(=[O:22])[CH2:20][CH2:19][C:18]([C:24]([O:26]C)=[O:25])=[CH:17][C:16]=2[CH:28]=1>COCCOC.Cl>[CH3:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:13]=[CH:14][C:15]2[S:21](=[O:22])(=[O:23])[CH2:20][CH2:19][C:18]([C:24]([OH:26])=[O:25])=[CH:17][C:16]=2[CH:28]=1

Participants

4

Reactant 1

HCID 21995750HCID 21995750, compound

Product 1

HCID 21995951HCID 21995951, compoundYield 95.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
100 °C

Procedure

In 1,2-dimethoxyethane (20 ml) and 6N hydrochloric acid (6.7 ml) was dissolved methyl 7-[(4-butylthio)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (670 mg), and the mixture was stirred at 100° C. for 16 hours, cooled to room temperature, extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated to give 7-[(4-butylthio)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid (620 mg).

Workup

  1. temperaturecooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried with magnesium sulfate
  5. customUnder reduced pressure, the solvent was evaporated

Sources & evidence

ORD record
ord-734d22f5385d44ea8423a7d00da8e5b1
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

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