Water → HCID 73794037, compound

HRID 1606254Notes

Reaction equation

HRID 1606254 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

7

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

  1. temperatureunder cooling with ice
  2. stirringThe system was stirred for 1.5 hours at room temperature and for 16 hours at 50°C.
  3. stirringfor one hour stirring at room temperature
  4. dry with materialThe reaction mixture was dried with Glauber's salt
  5. filtrationfiltrated
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. 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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