Methanesulfonic Acid → HCID 87796167, compound

HRID 2181336Notes

Reaction equation

HRID 2181336 reaction equation
[CH2:1]([N:3]([C:29]1[CH:30]=[CH:31][C:32]([C:35]2[CH:40]=[C:39]([O:41][CH3:42])[C:38]([O:43][CH:44]([CH3:46])[CH3:45])=[C:37]([O:47][CH3:48])[CH:36]=2)=[N:33][CH:34]=1)[CH2:4][CH2:5][N:6]([CH2:27][CH3:28])[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH:22]([CH3:24])[CH3:23])=[C:15]([O:25][CH3:26])[CH:14]=2)=[N:11][CH:12]=1)[CH3:2].[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].[CH2:27]([N:6]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH:22]([CH3:24])[CH3:23])=[C:15]([O:25][CH3:26])[CH:14]=2)=[N:11][CH:12]=1)[CH2:5][CH2:4][N:3]([CH2:1][CH3:2])[C:29]1[CH:30]=[CH:31][C:32]([C:35]2[CH:36]=[C:37]([O:47][CH3:48])[C:38]([O:43][CH:44]([CH3:46])[CH3:45])=[C:39]([O:41][CH3:42])[CH:40]=2)=[N:33][CH:34]=1)[CH3:28]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485570HCID 22485570, compound

Product 1

HCID 87796167HCID 87796167, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-diethyl-N,N′-bis[2-(4-isopropoxy-3,5-dimethoxyphenyl)-5-pyridyl]ethylenediamine (129.0 mg, 0.200 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.40 mL, 0.40 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 afford the title compound as a yellow crystalline powder (melting point: 260.0-261.0° C.) (102.0 mg, yield: 60%).

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-87a3ac27275247c3870538b1536393b1
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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