Potassium Iodide → HCID 13469395, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[NH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[CH3:16][O:17][CH2:18][CH2:19]OS(C1C=CC(C)=CC=1)(=O)=O.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:16][O:17][CH2:18][CH2:19][NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]([CH3:15])[NH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:6][CH:7]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A mixture of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (2 g), 2-methoxyethyl-p-toluenesulfonate (3.8 g), potassium iodide (0.5 g) and potassium carbonate (1.3 g) in DMF (18 ml) was heated at 80° C. for 16 hours and evaporated in vacuo. The residue was extracted with ethyl acetate after an addition of water and the extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was triturated with ethyl acetate, collected by filtration, and recrystallized from aqueous ethanol to give 6-[4-(2-methoxyethylamino)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.41 g).
Workup
- customevaporated in vacuo
- extractionThe residue was extracted with ethyl acetate
- additionafter an addition of water
- washthe extract was washed with water
- dry with materialdried over magnesium sulfate
- customevaporated in vacuo
- customThe oily residue was triturated with ethyl acetate
- filtrationcollected by filtration
- customrecrystallized from aqueous ethanol
Sources & evidence
- ORD record
- ord-5ecb9dc8951343efa9875dbcc9241eec
- Source dataset
- uspto-grants-1986_10
- Patent number
- US04616015
Reaction notes
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