Methyl iodide → HCID 21413301, compound

HRID 2071246Notes

Reaction equation

HRID 2071246 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][C:13]3[C:12](=[O:15])[CH:11]=[C:10]([C:16]([O:18][CH3:19])=[O:17])[NH:9][C:8]=3[C:7](=[O:20])[C:6]=2[CH:21]=1.CI.[C:24](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:24][N:9]1[C:10]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:12](=[O:15])[C:13]2[O:14][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:21][C:6]=3[C:7](=[O:20])[C:8]1=2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12736928HCID 12736928, compound

Product 1

HCID 21413301HCID 21413301, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl 8-chloro-4,10-dihydro-4,10dioxo-1H-1-benzopyrano-[3,2-b]pyridine-2-carboxylate (7.0 g, 0.023 mole), methyl iodide (14 g, 0.099 mole) and potassium carbonate (3.22 g, 0.023 mole) in dimethyl formamide (100 ml) was stirred at 100° under nitrogen for 3 hrs. The reaction mixture was cooled. The product, which precipitated, was filtered, washed with water and dried. Recrystallization from DMF gave white crystals (6.3 g, 86%), m.p. 276°-278°.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe product, which precipitated
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried
  6. customRecrystallization from DMF

Sources & evidence

ORD record
ord-46335261ee8a44c2bac68f417f43a795
Source dataset
uspto-grants-1977_09
Patent number
US04046769

Reaction notes

Loading…