2-Methylquinoline → HCID 86726982, compound

HRID 2173895Notes

Reaction equation

HRID 2173895 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:12][C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[C:14]=1[S:21]([O:24]C)(=[O:23])=[O:22]>COCCOC>[CH3:20][C:15]1[CH:16]=[C:17]([CH3:19])[CH:18]=[C:13]([CH3:12])[C:14]=1[S:21]([O-:24])(=[O:23])=[O:22].[CH3:12][N+:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 70602-MethylquinolineHCID 13310198Methyl 2,4,6-trimethylbenzene-1-sulfonate

Product 1

HCID 86726982HCID 86726982, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
70 °C

Procedure

2-methylquinoline (18.5 ml, 0.130 mol) and methyl 2,4,6-trimethylbenzenesulfonate (27.82 g, 0.130 mol, 1 equiv.) were dissolved in 1,2-dimethoxyethane and stirred at 70° C. for four days. The solution became violet-colored and the white solid was precipitated. The solution was filtered, and the filtered solution was dried in a vacuum oven at 50° C., affording light pink powder at a yield of 50%.

Workup

  1. customthe white solid was precipitated
  2. filtrationThe solution was filtered
  3. customthe filtered solution was dried in a vacuum oven at 50° C.
  4. customaffording light pink powder at a yield of 50%

Sources & evidence

ORD record
ord-a230ffe7bbc4443698623a2f7dd205be
Source dataset
uspto-grants-2015_06
Patent number
US09057929B2

Reaction notes

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