Methanesulfonic Acid → HCID 22485551, compound

HRID 2181335Notes

Reaction equation

HRID 2181335 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH2:39][CH3:40])[CH2:18][CH2:19][N:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4[CH:34]=[C:33]([O:35][CH3:36])[CH:32]=[C:31]([O:37][CH3:38])[CH:30]=4)=[N:27][CH:28]=3)[CH2:21][CH3:22])=[CH:13][N:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:41][S:42]([OH:45])(=[O:44])=[O:43]>CO>[CH3:41][S:42]([OH:45])(=[O:44])=[O:43].[CH3:41][S:42]([OH:45])(=[O:44])=[O:43].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH2:39][CH3:40])[CH2:18][CH2:19][N:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4[CH:30]=[C:31]([O:37][CH3:38])[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=4)=[N:27][CH:28]=3)[CH2:21][CH3:22])=[CH:13][N:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485550HCID 22485550, compound

Product 1

HCID 22485551HCID 22485551, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-diethylethylenediamine (55.0 mg, 0.100 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.20 mL, 0.20 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: 280.0-282.0° C.) (48.0 mg, yield: 64%).

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-4319f657033a4533b77222c80db7cee7
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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