Hydrochloric Acid → 7-(5-Methyl-2-thienyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid

HRID 1978603Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

In 1,2-dimethoxyethane (10.5 ml) was dissolved methyl 7-(5-methyl-2-thienyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (210 mg), and to the solution was added 6N hydrochloric acid (6.3 ml). The mixture was stirred at 100° C. for 14 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-(5-methyl-2-thienyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid (180 mg).

Workup

temperaturecooled to room temperature
extractionextracted with ethyl acetate
washwashed with saturated brine
dry with materialdried with magnesium sulfate
customUnder reduced pressure, the solvent was evaporated

Sources & evidence

ORD record: ord-0282d6773d7a4eff9eb3704daa82046a
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235771B1

Reaction notes

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