Methyl iodide → HCID 19980329, compound

HRID 1461255Notes

Reaction equation

HRID 1461255 reaction equation
[H-].[Na+].[C:3]([NH:10][C:11]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19])([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:4].[CH3:21]I>CN(C=O)C>[C:3]([N:10]([CH3:21])[C:11]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19])([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 15525662Ethyl (2-methyl-6-nitroanilino)(oxo)acetate

Product 1

HCID 19980329HCID 19980329, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

NaH (1 g, 22 mmol) was added in portions to a stirred solution of N-ethoxalyl-2-nitro-6-methylaniline (5 g, 20 mmol) in DMF (50 ml). Methyl iodide (2 ml, 22 mmol) was thereafter added. The mixture was left overnight at room temperature, whereafter the solvent was removed by evaporation in vacuo. The residue was partitioned between ether and water. The organic phase was washed with water, dried over Na2SO4 and evaporated to give the title compound as an oil.

Workup

  1. customwas removed by evaporation in vacuo
  2. customThe residue was partitioned between ether and water
  3. washThe organic phase was washed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-96a5e5041e784b8e8bfb7cb94618e03d
Source dataset
uspto-grants-1991_12
Patent number
US05075304

Reaction notes

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