Methanesulfonic Acid → HCID 22933042, compound

HRID 49312Notes

Reaction equation

HRID 49312 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:14]=[CH:15][C:16]([N:19]([CH3:42])[CH2:20][CH2:21][N:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[C:34]([O:36][CH3:37])[C:33]([O:38][CH3:39])=[C:32]([O:40][CH3:41])[CH:31]=4)=[CH:26][N:25]=3)[CH3:23])=[N:17][CH:18]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:43][S:44]([OH:47])(=[O:46])=[O:45]>CO>[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].[CH3:37][O:36][C:34]1[CH:35]=[C:30]([C:27]2[CH:28]=[CH:29][C:24]([N:22]([CH3:23])[CH2:21][CH2:20][N:19]([C:16]3[CH:15]=[CH:14][C:13]([C:5]4[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)=[CH:18][N:17]=3)[CH3:42])=[N:25][CH:26]=2)[CH:31]=[C:32]([O:40][CH3:41])[C:33]=1[O:38][CH3:39]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22933003N,N'-bis[5-(3,4,5-trimethoxyphenyl)-2-pyridyl]-N,N'-dimethylethylenediamine

Product 1

HCID 22933042HCID 22933042, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[5-(3,4,5-trimethoxyphenyl)-2-pyridyl]-N,N′-dimethylethylenediamine (40.0 mg, 0.070 mmol) in methanol (5.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.14 mL, 0.14 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 pale yellow crystalline powder (melting point: 204.0-206.0° C.) (32.0 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-a55562a312b24b42ae7e2780f4d3957a
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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