Iodine → HCID 58026894, compound

HRID 909298Notes

Reaction equation

HRID 909298 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:14]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[O:8][C:7](=[O:15])[C:6]=2[CH:16]=1.II>CC(C)=O>[CH3:6][C:5]1([CH3:14])[CH:4]=[C:3]([CH3:2])[C:16]2[C:2](=[CH:3][CH:4]=[C:5]3[C:6]=2[C:7](=[O:15])[O:8][C:9]2[C:14]3=[CH:13][CH:12]=[CH:11][N:10]=2)[NH:1]1

Participants

4

Reactant 2

HCID 807IodineHCID 58026933HCID 58026933, compound

Product 1

HCID 58026894HCID 58026894, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
105 °C

Procedure

In a pressure tube, 8-amino-4-azabenzo[c]chromen-6-one (Reference Compound No. 1-3-(5), 258 mg, 1.21 mmol) was dissolved in acetone (10 mL), then iodine (123 mg, 0.48 mmol) was added thereto, then the pressure tube was sealed, and then the reaction mixture was stirred at 105° C. for 1 day. After cooling down, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (82.5 mg) as a yellow solid. (Yield 23%)

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 (hexane-ethyl acetate)

Sources & evidence

ORD record
ord-3570068281a543ff893ff08c2f87cd5b
Source dataset
uspto-grants-2011_09
Patent number
US08017775B2

Reaction notes

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