Methyl p-toluenesulfonate → HCID 88246341, compound

HRID 2292994Notes

Reaction equation

HRID 2292994 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([N:11]1[CH2:15][CH2:14][N:13]=[C:12]1[CH3:16])=[O:10])[CH3:3].[C:17]1([CH3:28])[CH:22]=[CH:21][C:20]([S:23]([O:26]C)(=[O:25])=[O:24])=[CH:19][CH:18]=1>C(#N)C>[C:17]1([CH3:28])[CH:18]=[CH:19][C:20]([S:23]([O-:26])(=[O:24])=[O:25])=[CH:21][CH:22]=1.[CH3:1][N+:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([N:11]1[CH2:15][CH2:14][N:13]=[C:12]1[CH3:16])=[O:10])([CH3:17])[CH3:3]

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 70270103HCID 70270103, compound

Product 1

HCID 88246341HCID 88246341, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6-(N,N-Di-methylamino)hexanoyl 2-methyl-2-imidazoline (50.00 g, 0.222 mol), acetonitrile (150 mL), and methyl ρ-toluenesulfonate (41.32 g, 0.222 mol) are combined in a 500 mL three-necked round-bottomed flask equipped with reflux condenser, argon inlet, and magnetic stirrer. The mixture is heated for 1.3 h, cooled to room temperature, and concentrated by rotary evaporation at 50° C. to give a gold-brown solid. Drying at room temperature at 0.2 mm Hg for 18 h affords the title QSBA, 91.41 g as a solid.

Workup

  1. customequipped
  2. temperaturewith reflux condenser, argon inlet, and magnetic stirrer
  3. temperatureThe mixture is heated for 1.3 h
  4. concentrationconcentrated by rotary evaporation at 50° C.

Sources & evidence

ORD record
ord-66cb4893e27e498085a314e003feb44c
Source dataset
uspto-grants-1997_11
Patent number
US05686015

Reaction notes

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