Sulfuric Acid → HCID 11688794, compound

HRID 215665Notes

Reaction equation

HRID 215665 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:22])=[C:6]([C:8](=[O:21])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=O)[CH:7]=1.S(=O)(=O)(O)O>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[O:22][C:10]([C:12]1[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=1)=[CH:9][C:8]2=[O:21]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 11523417HCID 11523417, compound

Product 1

HCID 11688794HCID 11688794, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixed solution consisting of compound 3 (2.00 g, 5.49 mmol), concentrated sulfuric acid (0.5 ml), and acetic acid (40 ml) was heated to reflux for 1 hour. The temperature of the resultant was returned to room temperature, and ice pieces were then added to the reaction solution. The precipitated crystal was collected by filtration, so as to obtain a product of interest, 6-bromo-4′-nitroflavone (compound 4). Yield: 1.79 g (yield constant: 94.2%) MS m/z 347 (MH+).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. customwas returned to room temperature
  4. additionice pieces were then added to the reaction solution
  5. filtrationThe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-902f15fce91d42039a9a2c1b5220640a
Source dataset
uspto-grants-2012_06
Patent number
US08192717B2

Reaction notes

Loading…