Sodium Bicarbonate → HCID 19693081, compound

HRID 1830Notes

Reaction equation

HRID 1830 reaction equation
C([NH:4][C:5]1[CH:19]=[CH:18][C:8]2[C:9](=[O:17])[C:10]3[S:16][CH:15]=[CH:14][C:11]=3[CH2:12][O:13][C:7]=2[CH:6]=1)(=O)C.C(=O)(O)[O-].[Na+]>Cl>[NH2:4][C:5]1[CH:19]=[CH:18][C:8]2[C:9](=[O:17])[C:10]3[S:16][CH:15]=[CH:14][C:11]=3[CH2:12][O:13][C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 196930087-Acetamido-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one

Product 1

HCID 19693081HCID 19693081, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

In concentrated hydrochloric acid (15 ml), 7-acetamido-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one obtained in Reference Example 9(0.41 g, 1.51 mmol) was heated under reflux for 2 hours. The reaction mixture was poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate (25 ml). The organic layer was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the organic layer was concentrated under reduced pressure to give 7-amino-4,10-dihydrothieno[3,2-c][1]benzoxepin-10-one as a yellow solid (0.28 g, 78%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. extractionfollowed by extraction with ethyl acetate (25 ml)
  4. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationAfter the drying agent was filtered off
  7. concentrationthe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fe0aa9a207b24d63bb0ea46174e05e6e
Source dataset
uspto-grants-1998_03
Patent number
US05726325

Reaction notes

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