Iodine → HCID 58027056, compound

HRID 909292Notes

Reaction equation

HRID 909292 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:14]3[C:9](=[C:10]([F:16])[C:11]([F:15])=[CH:12][CH:13]=3)[O:8][C:7](=[O:17])[C:6]=2[CH:18]=1.II>CC(C)=O>[F:16][C:10]1[C:11]([F:15])=[CH:12][CH:13]=[C:14]2[C:9]=1[O:8][C:7](=[O:17])[C:6]1[C:5]2=[CH:4][CH:3]=[C:2]2[C:18]=1[C:3]([CH3:2])=[CH:4][C:5]([CH3:14])([CH3:6])[NH:1]2

Participants

4

Reactant 2

HCID 807IodineHCID 58026969HCID 58026969, compound

Product 1

HCID 58027056HCID 58027056, compoundYield 62.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
110 °C

Procedure

In a pressure tube, 8-amino-3,4-difluorobenzo[c]chromen-6-one (Reference Compound No. 1-2-(4), 2.30 g, 9.26 mmol) was dissolved in acetone (60 mL), then iodine (939 mg, 3.70 mmol) was added thereto, then the pressure tube was sealed, and then the reaction mixture was stirred at 110° C. for 5 days. After cooling down, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform-methanol) to give the titled reference compound (0.95 g) as a yellow solid. (Yield 31%)

Workup

  1. customthe pressure tube was sealed
  2. temperatureAfter cooling down
  3. customthe solvent was removed under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (chloroform-methanol)

Sources & evidence

ORD record
ord-a82f4bda998444b89e1bfaed4f73f9cf
Source dataset
uspto-grants-2011_09
Patent number
US08017775B2

Reaction notes

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