Hydrochloric Acid → HCID 19106468, compound

HRID 1197437Notes

Reaction equation

HRID 1197437 reaction equation
C([N:6]1[CH:12]([CH3:13])[C:11]2[CH:14]=[C:15]([S:17](=[O:20])(=[O:19])[NH2:18])[S:16][C:10]=2[S:9](=[O:22])(=[O:21])[CH2:8][CH2:7]1)(=O)C(C)C.C(O)C.C([O-])(O)=O.[Na+].[ClH:31]>O>[ClH:31].[CH3:13][CH:12]1[C:11]2[CH:14]=[C:15]([S:17](=[O:19])(=[O:20])[NH2:18])[S:16][C:10]=2[S:9](=[O:22])(=[O:21])[CH2:8][CH2:7][NH:6]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 516892Sodium BicarbonateHCID 19106454HCID 19106454, compound

Product 1

HCID 19106468HCID 19106468, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 4-isobutyryl-5(R,S)-methyl-7-sulfamoyl-2,3,4,5-tetrahydrothieno[3,2-f]-1,4-thiazepine-1,1-dioxide (500 mg, 1.5 mmol) in water (8 mL) and concentrated HCl (4 mL) containing ethanol (3 mL) was warmed at 100° C. for 2 days. The cooled solution was made weakly basic with NaHCO3 and the product was extracted into ethyl acetate. The extract was dried (Na2SO4), filtered through a pad of charcoal and the solvent evaporated. Trituration of this residue afforded 361 mg (80%) of title compound, mp 236°-238° C. dec.

Workup

  1. extractionthe product was extracted into ethyl acetate
  2. dry with materialThe extract was dried (Na2SO4)
  3. filtrationfiltered through a pad of charcoal
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-280a2b3960ec465480477d47eed01e21
Source dataset
uspto-grants-1994_01
Patent number
US05276025

Reaction notes

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