Methyl iodide → HCID 136404526, compound

HRID 1074154Notes

Reaction equation

HRID 1074154 reaction equation
[C:1]1([CH:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:8]([O:10][CH:11]2[CH2:16][NH:15][C:14](=[N:17][N+:18]([O-:20])=[O:19])[NH:13][CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:27]I.[H-].[Na+]>CN(C=O)C>[C:21]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]([O:10][CH:11]2[CH2:16][N:15]([CH3:27])[C:14](=[N:17][N+:18]([O-:20])=[O:19])[NH:13][CH2:12]2)=[O:9])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 135618107HCID 135618107, compound

Product 1

HCID 136404526HCID 136404526, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 2-nitroiminohexahydropyrimidin-5-yl diphenylacetate (0.4 g) and methyl iodide (0.16 g) in DMF (4 ml), 80% sodium hydride (0.06 g) was added. The mixture was then stirred at room temperature overnight. The solvent was removed and the residue taken up with methylene chloride/water. The organic layer was evaporated and the residue was purified by column chromatography (eluent methylene chloride/methanol 98:2) to afford 1-methyl-2-nitroiminohexahydropyrimidin-5-yl diphenylacetate. M.p. 187° C.

Workup

  1. additionwas added
  2. customThe solvent was removed
  3. customThe organic layer was evaporated
  4. customthe residue was purified by column chromatography (eluent methylene chloride/methanol 98:2)

Sources & evidence

ORD record
ord-8961fbf4d77f44e59669b9b561310d92
Source dataset
uspto-grants-1990_11
Patent number
US04973592

Reaction notes

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