Hydrogen Bromide → HCID 22125755, compound

HRID 1974699Notes

Reaction equation

HRID 1974699 reaction equation
[OH:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:4][C:3]=1[O:18]C.Br.[O-]S([O-])(=O)=O.[Na+].[Na+]>C(O)(=O)C>[OH:18][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[OH:1]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24436Sodium SulfateHCID 19389231HCID 19389231, compound

Product 1

HCID 22125755HCID 22125755, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The above product obtained in Example 23 was dissolved in a mixture containing 500 ml of acetic acid and 500 ml of 48% hydrobromic acid and refluxed for 4 h. 1 l of saturated Na2SO4 -solution was added to the reaction mixture and the solution was allowed to stand over night at 5° C. The product crystallized was filtered and washed with 50% acetic acid. This product was recrystallized from ethyl acetate. Yield 32 g (16%), m.p. 135°-138° C.

Workup

  1. temperaturerefluxed for 4 h
  2. waitto stand over night at 5° C
  3. customThe product crystallized
  4. filtrationwas filtered
  5. washwashed with 50% acetic acid
  6. customThis product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ef2d8fb8b4f540b3a42cd4b0be5fccb1
Source dataset
uspto-grants-1994_02
Patent number
US05283352

Reaction notes

Loading…