Methanesulfonic Acid → HCID 22485566, compound

HRID 2181312Notes

Reaction equation

HRID 2181312 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([C:14]2[CH:19]=[CH:18][C:17]([N:20]([CH3:46])[CH2:21][CH2:22][N:23]([C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH2:40][CH2:41][O:42][CH3:43])=[C:33]([O:44][CH3:45])[CH:32]=4)=[N:29][CH:30]=3)[CH3:24])=[CH:16][N:15]=2)=[CH:8][C:7]=1[O:47][CH3:48].[CH3:49][S:50]([OH:53])(=[O:52])=[O:51]>CO>[CH3:49][S:50]([OH:53])(=[O:52])=[O:51].[CH3:49][S:50]([OH:53])(=[O:52])=[O:51].[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([O:47][CH3:48])=[CH:8][C:9]([C:14]2[CH:19]=[CH:18][C:17]([N:20]([CH3:46])[CH2:21][CH2:22][N:23]([C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH2:40][CH2:41][O:42][CH3:43])=[C:33]([O:44][CH3:45])[CH:32]=4)=[N:29][CH:30]=3)[CH3:24])=[CH:16][N:15]=2)=[CH:10][C:11]=1[O:12][CH3:13]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485479HCID 22485479, compound

Product 1

HCID 22485566HCID 22485566, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[2-[4-(2-methoxyethoxy)-3,5-dimethoxyphenyl]-5-pyridyl]-N,N′-dimethylethylenediamine (139.0 mg, 0.21 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.42 mL, 0.42 mmol) was added, 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 afford the title compound as a yellow crystalline powder (melting point: 211.0-214.0° C. ) (127.0 mg, yield: 71%).

Workup

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

Sources & evidence

ORD record
ord-0112b069e3c94d8fbd25908f4efec154
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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