Water → HCID 73794037, compound
Reaction equation
[CH3:1][S:2][CH2:3][S:4]([CH3:6])=[O:5].[H-].[Na+].[C:9](#[N:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O>C1COCC1.C(Cl)Cl>[CH3:6][S:4]([C:3]([S:2][CH3:1])=[C:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5]Participants
Procedure
1.830 Grams of methyl methylthiomethyl sulfoxide was dissolved in 20 ml of THF, and to the solution 415 mg of sodium hydride was added under cooling with ice, followed by 90 minutes' stirring at room temperature. Thereafter 1.520 g of benzonitrile was added. The system was stirred for 1.5 hours at room temperature and for 16 hours at 50°C., followed by the addition of 2 ml of water and 70 ml of methylene chloride, and for one hour stirring at room temperature. The reaction mixture was dried with Glauber's salt, and filtrated. The filtrate was concentrated under reduced pressure and the resulting yellow solid was crystallized from ethylene chloride-carbon tetrachloride and a minor amount of cyclohexane. Thus 2.391 g of 1-methylsulfinyl-1-methylthio-2-amino-2-phenylethylene was obtained. The isolation yield was 77.1%.
Workup
- temperatureunder cooling with ice
- stirringThe system was stirred for 1.5 hours at room temperature and for 16 hours at 50°C.
- stirringfor one hour stirring at room temperature
- dry with materialThe reaction mixture was dried with Glauber's salt
- filtrationfiltrated
- concentrationThe filtrate was concentrated under reduced pressure
- customthe resulting yellow solid was crystallized from ethylene chloride-carbon tetrachloride
Sources & evidence
- ORD record
- ord-e34625b5bc3d476698352bf1e562eee2
- Source dataset
- uspto-grants-1976_04
- Patent number
- US03952044
Reaction notes
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