Sulfoxonium, trimethyl-, iodide (1:1) → HCID 13080456, compound
Reaction equation
[CH3:1][O-].[Na+].[I-].C[S+](C)(C)=O.[CH3:10][C:11]([C:14]([CH2:16][N:17]1[N:21]=[CH:20][N:19]=[CH:18]1)=[O:15])([CH3:13])[CH3:12]>CS(C)=O.O1CCCC1>[C:11]([C:14]1([CH2:16][N:17]2[CH:18]=[N:19][CH:20]=[N:21]2)[CH2:1][O:15]1)([CH3:10])([CH3:12])[CH3:13]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
6 g (0.11 mol) of sodium methylate were introduced in portions into a suspension of 24 g (0.11 mol) of trimethylsulphoxonium iodide in 24 g of dimethylsulphoxide. 10 ml of tetrahydrofuran were also added, and the reaction mixture was then stirred for 5 hours at room temperature. Thereafter, a solution of 16.8 g (0.1 mol) of 1,2,4-triazol-1-yl-pinacolin in 100 ml of tetrahydrofuran was added dropwise, and the mixture was heated at 70° C. for 5 hours. The reaction mixture was filtered, and the filtrate was concentrated in vacuo. The residue was dissolved in chloroform, and the solution was washed with water, dried over sodium sulphate, filtered and concentrated. 13.8 g of a 69.4% pure 2-tert.-butyl-2-(1,2,4-triazol-1-yl-methyl)-oxirane of refractive index nD20 =1.4872 were obtained.
Workup
- temperaturethe mixture was heated at 70° C. for 5 hours
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated in vacuo
- dissolutionThe residue was dissolved in chloroform
- washthe solution was washed with water
- dry with materialdried over sodium sulphate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-fa0433edcfff4a819802ae80d258fe0e
- Source dataset
- uspto-grants-1990_02
- Patent number
- US04904296
Reaction notes
Loading…