Iodine → 8-Fluoro-2,2,4,11-tetramethyl-1,2-dihydro-6-oxa-1-azachrysen-5-one
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH3:18])[C:5]2[C:14]3[C:9](=[CH:10][C:11]([F:15])=[CH:12][CH:13]=3)[O:8][C:7](=[O:16])[C:6]=2[CH:17]=1.II>CC(C)=O>[F:15][C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[C:5]1[C:6](=[C:17]3[C:2](=[CH:3][C:4]=1[CH3:18])[NH:1][C:4]([CH3:18])([CH3:5])[CH:3]=[C:2]3[CH3:17])[C:7](=[O:16])[O:8]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
In a pressure tube, 8-amino-3-fluoro-10-methylbenzo[c]chromen-6-one (Reference Compound No. 1-4-(6), 6.13 g, 25.2 mmol) was dissolved in acetone (175 mL) and iodine (2.56 g, 10.1 mmol) was added thereto, then the pressure tube was sealed, and then the reaction mixture was stirred at 110° C. for 4 days. 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 (6.35 g) as a brown solid. (Yield 78%)