Dichloromethane → HCID 73794037, compound
Reaction equation
[CH3:1][S:2][CH2:3][S:4]([CH3:6])=[O:5].[H-].[K+].[C:9](#[N:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(Cl)Cl>COCCOC.O>[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
1.753 Grams of methyl methylthiomethyl sulfoxide was dissolved in 20 ml of 1,2-dimethoxyethane, and to the solution 580 mg of potassium hydride was added under cooling with ice, and the system was stirred for one and half hours at room temperature. Upon addition of 1.460 g of benzonitrile and subsequent stirring for 15 hours at room temperature and for one hour at 50°C., the system was added with 70 ml of methylene chloride and 2 ml of water, followed by stirring for one hour at room temperature. The mixture was dried with Glauber's salt, and filtrated. The filtrate was concentrated under reduced pressure and the resulting yellow solid was crystallized from methylene chloride-carbon tetrachloride-cyclohexane to obtain 2.208 g of 1-methylsulfinyl-1-methylthio-2-amino-2-phenylethylene. The isolation yield was 69%.
Workup
- temperatureunder cooling with ice
- stirringsubsequent stirring for 15 hours at room temperature and for one hour at 50°C.
- stirringby stirring for one hour at room temperature
- dry with materialThe mixture was dried with Glauber's salt
- filtrationfiltrated
- concentrationThe filtrate was concentrated under reduced pressure
- customthe resulting yellow solid was crystallized from methylene chloride-carbon tetrachloride-cyclohexane
Sources & evidence
- ORD record
- ord-618169b6e72a49d2807620503612290e
- Source dataset
- uspto-grants-1976_04
- Patent number
- US03952044
Reaction notes
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