Methanesulfonic Acid → HCID 22933042, compound

HRID 460398Notes

Reaction equation

HRID 460398 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, compound

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-9f573f7aecd14b6dbdfafeb213ae0f75
Source dataset
uspto-grants-2007_03
Patent number
US07196101B2

Reaction notes

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