Potassium Carbonate → HCID 58579775, compound

HRID 661753Notes

Reaction equation

HRID 661753 reaction equation
[C:1]1([N:7]=[C:8]([S:15][CH:16]([CH2:21][CH3:22])[CH:17]([CH3:20])[CH2:18][CH3:19])[C:9]#[C:10][Si](C)(C)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[F:29][C:30]1[CH:35]=[CH:34][C:33]([SH:36])=[CH:32][CH:31]=1>CO>[F:29][C:30]1[CH:35]=[CH:34][C:33]([S:36][CH:10]=[CH:9][C:8](=[N:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[S:15][CH:16]([CH2:21][CH3:22])[CH:17]([CH3:20])[CH2:18][CH3:19])=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677894-FluorothiophenolHCID 58579819HCID 58579819, compound

Product 1

HCID 58579775HCID 58579775, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1-ethyl-2-methylbutyl N-phenyl-3-(trimethylsilyl)thiopropynimidate (0.47 g) was dissolved to methanol (10 mL), small amount of potassium carbonate was added to the solution under ice-cooling and then it was stirred for 30 minutes. Then methanol (3 mL) of 4-fluorothiophenol (0.105 mL) was added to the solution and the mixture was stirred for 18 hours at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was subjected to medium pressure HPLC (hexane/ethyl acetate=98/2) to obtain 1-ethyl-2-methylbutyl 3-(4-fluorophenylthio)-N-(phenyl)thioacrylimidate (0.09 g).

Workup

  1. additionwas added to the solution under ice-
  2. temperaturecooling
  3. stirringthe mixture was stirred for 18 hours at room temperature
  4. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cbac002291314a5f96c5ff5c93b481f0
Source dataset
uspto-grants-2011_12
Patent number
US08084644B2

Reaction notes

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