Iodine → HCID 58027056, compound

HRID 1966264Notes

Reaction equation

HRID 1966264 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-078d496a9d1545b4ab3c3213240769d5
Source dataset
uspto-grants-2013_04
Patent number
US08420635B2

Reaction notes

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