4-Fluorothiophenol → HCID 58579802, compound

HRID 1960217Notes

Reaction equation

HRID 1960217 reaction equation
[C:1]1([N:7]=[C:8]([S:11][CH2:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]#[CH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([SH:26])=[CH:22][CH:21]=1>C(Cl)(Cl)Cl>[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][CH:10]=[CH:9][C:8](=[N:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[S:11][CH2:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 677894-FluorothiophenolHCID 58579757HCID 58579757, compound

Product 1

HCID 58579802HCID 58579802, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Cyclohexylmethyl N-phenylpropynthioimidate (0.34 g) was dissolved to chloroform (8 mL), chloroform (2 mL) solution of 4-fluorothiophenol (0.14 g) was added dropwise under ice-cooling, and then it was stirred at room temperature for 16 hours. The reaction solution was concentrated under reduced pressure. The residue was purified by medium pressure HPLC (hexane/ethyl acetate=98/2) to obtain cyclohexylmethyl 3-(4-fluorophenylthio)-N-(phenyl)thioacrylimidate (0.25 g) as pale yellow oil.

Workup

  1. additionwas added dropwise under ice-
  2. temperaturecooling
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customThe residue was purified by medium pressure HPLC (hexane/ethyl acetate=98/2)

Sources & evidence

ORD record
ord-5bbad4ca5ef644afb0488aa5dafa0e7a
Source dataset
uspto-grants-2013_04
Patent number
US08410316B2

Reaction notes

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