Potassium Iodide → HCID 56986565, compound

HRID 1109717Notes

Reaction equation

HRID 1109717 reaction equation
[F:1][C:2]1[C:12]([N:13]2[C:17](=[O:18])[C:16](=[C:19]([CH3:21])[CH3:20])[O:15][C:14]2=[O:22])=[CH:11][C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:32][CH:33]=[CH:34][CH3:35]>CN(C)C=O.O>[F:1][C:2]1[C:12]([N:13]2[C:17](=[O:18])[C:16](=[C:19]([CH3:20])[CH3:21])[O:15][C:14]2=[O:22])=[CH:11][C:5]2[N:6]([CH2:32][CH:33]=[CH:34][CH3:35])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 1224142-Butene, 1-bromo-HCID 14648661HCID 14648661, compound

Product 1

HCID 56986565HCID 56986565, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 3-[7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl]-5-isopropylidene-1,3-oxazolidine-2,4-dione (1.1 g), potassium carbonate (0.3 g) and potassium iodide (0.1 g) in N,N-dimethylformamide (50 ml), 1-bromo-2-butene (0.5 g) was added, followed by heating at 70° C. for 4 hours. The reaction mixture was allowed to cool, combined with water and extracted with ethyl acetate. The organic layer was purified by silica gel column chromatography to give Compound No. 8 (1.0 g).

Workup

  1. temperatureto cool
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was purified by silica gel column chromatography
  4. customto give Compound No

Sources & evidence

ORD record
ord-695b830b7e294364bf346c25097b5751
Source dataset
uspto-grants-1994_06
Patent number
US05322835

Reaction notes

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