Hydrochloric Acid → HCID 86741544, compound

HRID 979575Notes

Reaction equation

HRID 979575 reaction equation
C(OCC[C:7]1[CH:19]=[CH:18][C:10]2[S:11][C:12]([S:14](=[O:17])(=[O:16])[NH2:15])=[CH:13][C:9]=2[CH:8]=1)(=O)C.[OH-].[Na+].Cl.[CH2:23]([OH:25])[CH3:24]>>[OH:25][CH2:23][CH2:24][C:13]1[C:9]2[CH:8]=[CH:7][CH:19]=[CH:18][C:10]=2[S:11][C:12]=1[S:14](=[O:16])(=[O:17])[NH2:15]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 13922878HCID 13922878, compound

Product 1

HCID 86741544HCID 86741544, compoundYield 97%

Procedure

A solution of 5-(2-acetoxyethyl)-2-sulfamoyl benzo[b]thiophene (1.8 g, 0.006 mol), ethanol (50 ml) and 10% NaOH (50 ml) was heated at reflux. After 4.5 h, the mixture was poured into 3N HCl (150 ml) and extracted with ethyl acetate (3X). The organic extracts were washed with saturated Na2CO3, dried, filtered and concentrated to dryness to yield 1.5 g (97%) of product, m.p. 162°-164° C.

Workup

  1. temperatureat reflux
  2. extractionextracted with ethyl acetate (3X)
  3. washThe organic extracts were washed with saturated Na2CO3
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-8d72b184c4714ab782f5d69b0cf07534
Source dataset
uspto-grants-1987_05
Patent number
US04668697

Reaction notes

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