Dichloromethane → HCID 73794036, compound

HRID 1414850Notes

Reaction equation

HRID 1414850 reaction equation
[C:1]1([CH3:12])[CH:6]=[CH:5][C:4]([S:7][CH2:8][S:9]([CH3:11])=[O:10])=[CH:3][CH:2]=1.[H-].[Na+].[C:15](#[N:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(Cl)Cl>C1COCC1.O>[CH3:11][S:9]([C:8]([S:7][C:4]1[CH:5]=[CH:6][C:1]([CH3:12])=[CH:2][CH:3]=1)=[C:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:10]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 7505BenzonitrileHCID 24758Sodium hydrideHCID 21485365HCID 21485365, compound

Product 1

HCID 73794036HCID 73794036, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.20 Grams of methyl p-tolylthiomethyl sulfoxide was dissolved in 15 ml of THF, and added with 165 mg of sodium hydride under cooling with ice, followed by stirring for an hour at room temperature. Then 1 ml of benzonitrile was added to the solution, and stirred for 16.5 hours at room temperature and for 5 hours at 60° C., followed by addition of methylene chloride and 2 ml of water. After drying with Glauber's salt and filtration, the filtrate was concentrated under reduced pressure. The residue was washed with cyclohexane to obtain 1.212 g of 1-methylsulfinyl-1-(p-tolylthio)-2-amino-2-phenylethylene.

Workup

  1. temperatureunder cooling with ice
  2. stirringstirred for 16.5 hours at room temperature and for 5 hours at 60° C.
  3. dry with materialAfter drying with Glauber's salt and filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. washThe residue was washed with cyclohexane

Sources & evidence

ORD record
ord-83c814630ece48f8997a347d9236dc0d
Source dataset
uspto-grants-1977_01
Patent number
US04002682

Reaction notes

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