Hydrochloric Acid → 7-[4-(1-Pyrrolidinyl)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid hydrochloride

HRID 1978585Notes

Reaction equation

HRID 1978585 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]3[CH:13]=[CH:14][C:15]4[S:21](=[O:23])(=[O:22])[CH2:20][CH2:19][C:18]([C:24]([O:26]C)=[O:25])=[CH:17][C:16]=4[CH:28]=3)=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:29]>>[ClH:29].[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([C:12]3[CH:13]=[CH:14][C:15]4[S:21](=[O:23])(=[O:22])[CH2:20][CH2:19][C:18]([C:24]([OH:26])=[O:25])=[CH:17][C:16]=4[CH:28]=3)=[CH:10][CH:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 21995701Methyl 7-[4-(1-pyrrolidinyl)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate

Product 1

HCID 702421957-[4-(1-Pyrrolidinyl)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid hydrochloride

Conditions

Temperature
70 °C

Procedure

To methyl 7-[4-(1-pyrrolidinyl)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (270 mg) was added 6N hydrochloric acid (30 ml), and the mixture was stirred at 70° C. for 7 hours and concentrated under reduced pressure. To the residue was added 2-propanol to give crystals, which were collected by filtration. The crystals were washed with 2-propanol and hexane to give yellow crystals of 7-[4-(1-pyrrolidinyl)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylic acid hydrochloride (204 mg).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue was added 2-propanol
  3. customto give crystals, which
  4. filtrationwere collected by filtration
  5. washThe crystals were washed with 2-propanol and hexane

Sources & evidence

ORD record
ord-770f5fae83e947f98eff87d07001505f
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

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