Methanesulfonic Acid → HCID 10234366, compound

HRID 2181326Notes

Reaction equation

HRID 2181326 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:43][CH3:44])[CH2:20][CH2:21][N:22]([C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=4)=[N:29][CH:30]=3)[CH2:23][CH3:24])=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:45][S:46]([OH:49])(=[O:48])=[O:47]>CO.C(Cl)(Cl)Cl>[CH3:45][S:46]([OH:49])(=[O:48])=[O:47].[CH3:45][S:46]([OH:49])(=[O:48])=[O:47].[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:43][CH3:44])[CH2:20][CH2:21][N:22]([C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:32]=[C:33]([O:41][CH3:42])[C:34]([O:39][CH3:40])=[C:35]([O:37][CH3:38])[CH:36]=4)=[N:29][CH:30]=3)[CH2:23][CH3:24])=[CH:15][N:14]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 10234367HCID 10234367, compound

Product 1

HCID 10234366HCID 10234366, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]-N,N′-diethylethylenediamine (100.0 mg, 0.165 mmol) in methanol-chloroform (1:1, 6.0 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.33 mL, 0.33 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-diethyl ether to yield the title compound as a yellow crystalline powder (melting point: 254.0-256.0° C. )(90.0 mg, yield: 69%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (5.0 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-c23485b243ed4c61a2610bfa1a068b85
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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