Methanesulfonic Acid → HCID 22485564, compound

HRID 2181329Notes

Reaction equation

HRID 2181329 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:45])[CH2:20][C:21]([CH3:44])([CH3:43])[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][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=4)=[N:29][CH:30]=3)[CH3:24])=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:46][S:47]([OH:50])(=[O:49])=[O:48]>CO.C(Cl)(Cl)Cl>[CH3:46][S:47]([OH:50])(=[O:49])=[O:48].[CH3:46][S:47]([OH:50])(=[O:49])=[O:48].[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:45])[CH2:20][C:21]([CH3:43])([CH3:44])[CH2:22][N:23]([C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:32]=[C:33]([O:41][CH3:42])[C:34]([O:39][CH3:40])=[C:35]([O:37][CH3:38])[CH:36]=4)=[N:29][CH:30]=3)[CH3:24])=[CH:15][N:14]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485487HCID 22485487, compound

Product 1

HCID 22485564HCID 22485564, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]-N,N′,2,2-tetramethyl-1,3-propanediamine (210.0 mg, 0.340 mmol) in methanol-chloroform (1:1, 6.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.68 mL, 0.68 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: 123.0-128.0° C.)(161.0 mg, yield: 59%).

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-3d4f69b639ff46458482e48546d9aa70
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

Loading…