Sodium Carbonate → Methyl N-cyano-2-methylmorpholine-4-carbimidothioate
Reaction equation
Cl.[CH3:2][CH:3]1[O:8][CH2:7][CH2:6][NH:5][CH2:4]1.[C:9]([N:11]=[C:12](SC)[S:13][CH3:14])#[N:10].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[C:9]([N:11]=[C:12]([N:5]1[CH2:6][CH2:7][O:8][CH:3]([CH3:2])[CH2:4]1)[S:13][CH3:14])#[N:10]Participants
5
Procedure
A mixture of 2-methylmorpholine hydrochloride (1.0 g, 9.9 mmol), dimethyl cyanocarbonimidodithioate (1.45 g, 9.9 mmol) and sodium carbonate (0.2 g, 1.9 mmol) in ethanol (50 mL) was stirred at ambient temperature overnight. The reaction mixture was concentrated and purified through silica gel chromatography to give the desired product (1.25 g, 63%). LC-MS: 200 (MH+).
Workup
- concentrationThe reaction mixture was concentrated
- custompurified through silica gel chromatography
Sources & evidence
- ORD record
- ord-59e310a4c4df43d89511b21394ac8827
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08410095B2
Reaction notes
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