Iodoethane → HCID 19357201, compound

HRID 377922Notes

Reaction equation

HRID 377922 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:4]([O:28][CH3:29])[CH:3]=1.[H-].[Na+].I[CH2:33][CH3:34]>CN(C)C=O>[CH2:33]([N:9]([C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([CH3:1])=[CH:3][C:4]=1[O:28][CH3:29])[C:10]([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[CH:19]=2)[CH2:14][CH2:13]1)=[O:11])[CH3:34]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 19357045HCID 19357045, compound

Product 1

HCID 19357201HCID 19357201, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-[(4,5-Dimethyl-2-methoxyphenyl)aminocarbonyl]-4-(3,5-dimethoxyphenyl)piperazine(0.2 g, 0.5 mmole) was dissolved in dimethylformamide(15 ml), and thereto sodium hydride(12 mg, 0.5 mmole) was added slowly. The resulting mixture was stirred at room temperature for 15 min. After iodoethane(78 mg, 0.5 mmol) was added, the resulting mixture was stirred at room temperature for 16 hours. The resulting mixture was concentrated under the reduced pressure to remove the used solvent, extracted with methylene chloride, dryed, filtered and purified by column chromatography to obtain the titled compound.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 16 hours
  2. concentrationThe resulting mixture was concentrated under the reduced pressure
  3. customto remove the used solvent
  4. extractionextracted with methylene chloride
  5. filtrationfiltered
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-a05c11fdc0f7423ebe1eb004a79cd2dc
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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