Thiophenol → HCID 67545329, compound

HRID 2061012Notes

Reaction equation

HRID 2061012 reaction equation
[C:1]1([C:7]#[C:8][C:9]([S:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24]1([SH:30])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(O[K])(C)(C)C>C1COCC1>[C:1]1([C:7]([S:30][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:8][C:9]([S:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 14397716HCID 14397716, compoundHCID 178418922HCID 178418922, compound

Product 1

HCID 67545329HCID 67545329, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 201 mg of phenyl 3,N-diphenylpropynimidothioate in 5 ml of THF was added 0.08 ml of thiophenol and tert-butoxy potassium (a catalytic amount). The mixture was stirred at room temperature for 2 hours and then refluxed for 2 hours. The reaction mixture was concentrated under vacuum. The residue was purified by medium pressure preparative HPLC to obtain 269 mg of phenyl 3,N-diphenyl-3-(phenylthio)-2-propenimidothioate (hereinafter referred to as the present compound 42) as a yellow oil.

Workup

  1. temperaturerefluxed for 2 hours
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. customThe residue was purified by medium pressure preparative HPLC

Sources & evidence

ORD record
ord-e37a4fd578db4bec8dfa26c3a564b6ae
Source dataset
uspto-grants-2012_10
Patent number
US08278473B2

Reaction notes

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