Methyl iodide → HCID 14638935, compound

HRID 877018Notes

Reaction equation

HRID 877018 reaction equation
[CH3:1][C:2]1[S:12][C:5]2[NH:6][C:7](=O)[NH:8][C:9](=[O:10])[C:4]=2[CH:3]=1.[C:13]([O-:16])([O-])=O.[K+].[K+].[CH3:19]I>CN(C=O)C.O>[CH3:19][N:6]1[C:5]2[S:12][C:2]([CH3:1])=[CH:3][C:4]=2[C:9](=[O:10])[N:8]([CH3:7])[C:13]1=[O:16]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12724207HCID 12724207, compound

Product 1

HCID 14638935HCID 14638935, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of Step 3 intermediate (13.5 g, 74.17 mmol) in dry DMF (148 ml) was added anhydrous K2CO3 (51.25 g, 370.85 mmol) and the mixture was stirred at room temperature for 1 h. Methyl iodide (34.74 g, 244.78 mmol) was added slowly with stirring and further stirred at room temperature for 24 h. The reaction mixture was diluted with water and the solid precipitated out was filtered, washed with water and dried to give 12.6 gm of the product as a brown solid; 1H NMR (300 MHz, DMSO-d6) δ 2.42 (s, 3H), 3.22 (s, 3H), 3.42 (s, 3H), 6.90 (s, 1H).

Workup

  1. stirringwith stirring
  2. stirringfurther stirred at room temperature for 24 h
  3. customthe solid precipitated out
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-22d7d3ce66aa47559346210f95dad6a4
Source dataset
uspto-grants-2015_03
Patent number
US08987278B2

Reaction notes

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