Dimethylformamide → HCID 22248796, compound

HRID 889831Notes

Reaction equation

HRID 889831 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[N:13][NH:12][C:11](=[O:23])[N:10]=2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].CN(C=O)C>O>[CH2:31]([N:12]1[C:11](=[O:23])[N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:14]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=[N:13]1)[CH2:32][CH2:33][CH2:34][CH3:35]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 123351-IodopentaneHCID 2310985,6-bis(4-methoxyphenyl)-1,2,4-triazin-3(2h)-one

Product 1

HCID 22248796HCID 22248796, compoundYield 15.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-one (2.14 g, 6.9 mmol), freshly ground potassium carbonate (1.45 g, 10.5 mmol), 1.43 g of iodopentane (7.2 mmol) and 11 mL of DMF were stirred at room temperature for 6 hours. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulfate and stripped. Column chromatography gave 0.4 g of Compound 8.

Workup

  1. extractionextracted twice with ethyl acetate
  2. washThe organic phase was washed with water and brine
  3. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-33d3e04166e8482981f8b5d6c6e9d01b
Source dataset
uspto-grants-2006_02
Patent number
US06995157B2

Reaction notes

Loading…