Methyl iodide → 2H-Pyrido[3,2-e]-1,2,4-thiadiazine,3,4-dihydro-2-methyl-,1,1-dioxide(9CI)
Reaction equation
C(=O)([O-])[O-].[K+].[K+].I[CH3:8].[S:9]1(=[O:20])(=[O:19])[C:14]2[N:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12][CH2:11][NH:10]1>C(#N)C.O>[CH3:8][N:10]1[CH2:11][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[N:15][C:14]=2[S:9]1(=[O:20])=[O:19]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
0.52 g of potassium carbonate and 0.94 g of iodomethane are added to a solution of 0.25 g of 2,3- dihydro-4H-pyrido[3,2-e][1,2,4]thiadiazine 1,1-dioxide (Example 1) in 10 cm3 of acetonitrile. The suspension is heated at 50° C. for 3 hours. The acetonitrile is then removed by evaporation under partial vacuum and the residue obtained is taken up in 10 cm3 of water. The suspension is extracted with chloroform (5 times 100 cm3). The extraction solvent is dried over MgSO4 and then concentrated to dryness. The solid obtained is purified by chromatography on a silica column (elution solvent: 1/9 MeOH/CHCl3).
Workup
- customThe acetonitrile is then removed by evaporation under partial vacuum
- customthe residue obtained
- extractionThe suspension is extracted with chloroform (5 times 100 cm3)
- dry with materialThe extraction solvent is dried over MgSO4
- concentrationconcentrated to dryness
- customThe solid obtained
- customis purified by chromatography on a silica column (elution solvent: 1/9 MeOH/CHCl3)
Sources & evidence
- ORD record
- ord-595e0b7f26e54779ba8346dc51222586
- Source dataset
- uspto-grants-1995_10
- Patent number
- US05459138
Reaction notes
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