Water → HCID 13922891, compound

HRID 979586Notes

Reaction equation

HRID 979586 reaction equation
C([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([S:13](=[O:16])(=[O:15])[NH2:14])[S:10][C:9]=2[CH:17]=1)(=O)C.O.C([O-])(O)=O.[Na+]>Cl>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([S:13](=[O:15])(=[O:16])[NH2:14])[S:10][C:9]=2[CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 14390577HCID 14390577, compound

Product 1

HCID 13922891HCID 13922891, compoundYield 213.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

6-Acetamido-2-sulfamoylbenzo[b]thiophene (0.8 g, 3 mmole) was suspended in 1N HCl (24 ml). The stirred mixture was heated to refluxing for 1 hour when a clear solution was obtained. After dilution with water (25 ml), the cooled solution was neutralized with saturated NaHCO3 solution. The product precipitated and was collected to obtain 0.57 g (83%), m.p. 240-241° C. dec. This material was combined with 1.3 g of comparable crude product from two other runs and recrystallized from CH3CN, decolorizing with charcoal, to yield 1.46 g of 6-amino-2-sulfamoylbenzo[b]thiophene, m.p. 239-240° C (dec).

Workup

  1. temperatureThe stirred mixture was heated
  2. temperatureto refluxing for 1 hour when a clear solution
  3. customwas obtained
  4. customThe product precipitated
  5. customwas collected
  6. customto obtain 0.57 g (83%), m.p. 240-241° C. dec
  7. customrecrystallized from CH3CN

Sources & evidence

ORD record
ord-2703ba7e96f64fa584a0a72b07993052
Source dataset
uspto-grants-1987_05
Patent number
US04668697

Reaction notes

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