Water → 1-[(4-Methylphenyl)sulfonyl]-6-methyl-4H-imidazo[1,5,4-de]quinoxaline

HRID 2426180Notes

Reaction equation

HRID 2426180 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:21]3[C:22]4[N:13]([CH2:14][C:15](=O)[NH:16][C:17]=4[CH:18]=[CH:19][CH:20]=3)[C:12]2=O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:25](=O)([O-])[O-].[K+].[K+].IC.O>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:21]3[C:22]4[N:13]([CH2:14][CH2:15][N:16]([CH3:25])[C:17]=4[CH:18]=[CH:19][CH:20]=3)[CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 576637421-[(4-Methylphenyl)sulfonyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione

Product 1

HCID 866357721-[(4-Methylphenyl)sulfonyl]-6-methyl-4H-imidazo[1,5,4-de]quinoxaline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 1-[(4-methylphenyl)sulfonyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione from Step D (1.16 g, 3.38 mmol) in DMF (40 mL) was added potassium carbonate (467 mg, 3.38 mmol) and the resulting mixture was stirred at ambient temperature for 10 min. Iodomethane (480 mg, 3.38 mmol) was added dropwise and the reaction mixture was stirred for 18 h, then poured into H2O (50 mL). The resulting precipitate was isolated by filtration, washed with H2O, and dried in vacuo to give the title compound. MS: m/z=358 (M+1).

Workup

  1. stirringthe reaction mixture was stirred for 18 h
  2. customThe resulting precipitate was isolated by filtration
  3. washwashed with H2O
  4. customdried in vacuo

Sources & evidence

ORD record
ord-1b4fd132e82446cc88246560c7574b55
Source dataset
uspto-grants-2011_06
Patent number
US07968540B2

Reaction notes

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