Hydrogen Bromide → HCID 20186414, compound

HRID 2308943Notes

Reaction equation

HRID 2308943 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:15][CH2:14][C:13]3[CH:12]=[N:11][NH:10][C:9]=3[C:7]=2[CH:8]=1.Br.C(=O)(O)[O-].[Na+]>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[S:15][CH2:14][C:13]3[CH:12]=[N:11][NH:10][C:9]=3[C:7]=2[CH:8]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 20186429HCID 20186429, compound

Product 1

HCID 20186414HCID 20186414, compoundYield 74.9%

Procedure

A mixture of 8-methoxy-1,4-dihydro[1]benzothiopyrano[4,3-c]pyrazole (6.75 g) and 47% hydrobromic acid (70.2 ml) was refluxed for 3 hours with stirring and allowed to cool to room temperature. The resulting precipitate was collected by filtration and recrystallized from water to give the salt, which was treated with aqueous sodium bicarbonate to give 8-hydroxy-1,4dihydro[1]benzothiopyrano[4,3-c]pyrazole (4.73 g).

Workup

  1. temperaturewas refluxed for 3 hours
  2. filtrationThe resulting precipitate was collected by filtration
  3. customrecrystallized from water
  4. customto give the salt, which

Sources & evidence

ORD record
ord-43d4f4ca23aa4b20ae5987947f4539f0
Source dataset
uspto-grants-1987_09
Patent number
US04692444

Reaction notes

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