4-Methylbenzenethiol → HCID 69127240, compound

HRID 1960212Notes

Reaction equation

HRID 1960212 reaction equation
[C:1]1([N:7]=[C:8]([S:11][CH3:12])[C:9]#[CH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][C:14]1[CH:19]=[CH:18][C:17]([SH:20])=[CH:16][CH:15]=1>C(Cl)(Cl)Cl>[C:1]1([N:7]=[C:8]([S:11][CH3:12])[CH:9]=[CH:10][S:20][C:17]2[CH:18]=[CH:19][C:14]([CH3:13])=[CH:15][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 78114-MethylbenzenethiolHCID 86617332HCID 86617332, compound

Product 1

HCID 69127240HCID 69127240, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyl N-phenylpropynthioimidate (0.30 g) was dissolved to chloroform (5 ml), 4-methylthiophenol (0.19 g) was added dropwise under ice-cooling and stirred for 15 hours at room temperature. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=15:1) to obtain methyl N-phenyl-3-(4-methylphenylthio)thioacrylimidate (0.20 g) as light 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 silica gel column chromatography (hexane:ethyl acetate=15:1)

Sources & evidence

ORD record
ord-f81d57995751408e8ca87d2269bfd469
Source dataset
uspto-grants-2013_04
Patent number
US08410316B2

Reaction notes

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