4-Vinylbenzene chloride → HCID 178436475, compound

HRID 2103948Notes

Reaction equation

HRID 2103948 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([SH:6])=[N:2]1.[CH2:7](O[K])C.[Cl-].[CH:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH2:13]>C(O)C>[CH:12]([C:14]1[CH:19]=[CH:18][C:17]([CH2:7][S:6][C:3]2[N:4]=[CH:5][NH:1][N:2]=2)=[CH:16][CH:15]=1)=[CH2:13]

Participants

5

Reactant 3

HCID 180086044-Vinylbenzene chlorideHCID 178473702HCID 178473702, compoundHCID 178527894HCID 178527894, compound

Product 1

HCID 178436475HCID 178436475, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 mmole of 1H-1,2,4-triazole-3-thiol was dissolved in 20 ml of ethanol in stirring. 10 mole of EtOK was added to the solution, stirred for 5 minutes. Then, 10 mmole of 4-vinylbenzene chloride was added, and stirred overnight. The white precipitate was removed by filtration, the solvent in the filtrate was removed in vacuum. The filtrate was separated with a Si gel column (solvents: 4 ethylacetate/hexane). 1.79 g product as white solid was obtained. Yield: 83%. 1H NMR (CD3Cl): 8.73 (1H, s), 7.36 (4H, m), 6.75 (1H, m), 5.85 (1H, d, JH-H=17.66), 3.25 (1H, d, JH-H=10.93), 4.31 (2H, S).

Workup

  1. stirringstirred for 5 minutes
  2. stirringstirred overnight
  3. customThe white precipitate was removed by filtration
  4. customthe solvent in the filtrate was removed in vacuum
  5. customThe filtrate was separated with a Si gel column (solvents: 4 ethylacetate/hexane)

Sources & evidence

ORD record
ord-016a2e002f2944bc9acb9e1dcc04f491
Source dataset
uspto-grants-2009_08
Patent number
US07576165B2

Reaction notes

Loading…