Methanesulfonic Acid → HCID 22485592, compound

HRID 2181309Notes

Reaction equation

HRID 2181309 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH3:46])[CH2:22][CH2:23][N:24]([C:26]3[CH:27]=[CH:28][C:29]([C:32]4[CH:37]=[C:36]([O:38][CH3:39])[C:35]([O:40][CH2:41][CH2:42][CH3:43])=[C:34]([O:44][CH3:45])[CH:33]=4)=[N:30][CH:31]=3)[CH3:25])=[CH:17][N:16]=2)[CH:6]=[C:7]([O:13][CH3:14])[C:8]=1[O:9][CH2:10][CH2:11][CH3:12].[CH3:47][S:48]([OH:51])(=[O:50])=[O:49]>CO.C(Cl)(Cl)Cl>[CH3:47][S:48]([OH:51])(=[O:50])=[O:49].[CH3:47][S:48]([OH:51])(=[O:50])=[O:49].[CH3:45][O:44][C:34]1[CH:33]=[C:32]([C:29]2[CH:28]=[CH:27][C:26]([N:24]([CH3:25])[CH2:23][CH2:22][N:21]([C:18]3[CH:19]=[CH:20][C:15]([C:5]4[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH2:10][CH2:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=4)=[N:16][CH:17]=3)[CH3:46])=[CH:31][N:30]=2)[CH:37]=[C:36]([O:38][CH3:39])[C:35]=1[O:40][CH2:41][CH2:42][CH3:43]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485465HCID 22485465, compound

Product 1

HCID 22485592HCID 22485592, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,5-dimethoxy-4-propoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (124.0 mg, 0.196 mmol) in methanol-chloroform (1:2, 3.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.41 mL, 0.41 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 ethanol-diethyl ether-hexane to afford the title compound as yellow a crystalline powder (melting point: 241.0-243.0° C. ) (91.0 mg, yield: 56%).

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 ethanol-diethyl ether-hexane

Sources & evidence

ORD record
ord-b426773850984d648b6bc1f364f97473
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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