Methanesulfonic Acid → HCID 22485609, compound

HRID 2181315Notes

Reaction equation

HRID 2181315 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([N:22]([CH3:48])[CH2:23][CH2:24][N:25]([C:27]3[CH:28]=[CH:29][C:30]([C:33]4[CH:38]=[C:37]([O:39][CH2:40][CH3:41])[C:36]([O:42][CH2:43][CH3:44])=[C:35]([O:45][CH2:46][CH3:47])[CH:34]=4)=[N:31][CH:32]=3)[CH3:26])=[CH:18][N:17]=2)[CH:7]=[C:8]([O:13][CH2:14][CH3:15])[C:9]=1[O:10][CH2:11][CH3:12])[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].[CH2:46]([O:45][C:35]1[CH:34]=[C:33]([C:30]2[CH:29]=[CH:28][C:27]([N:25]([CH3:26])[CH2:24][CH2:23][N:22]([C:19]3[CH:20]=[CH:21][C:16]([C:6]4[CH:7]=[C:8]([O:13][CH2:14][CH3:15])[C:9]([O:10][CH2:11][CH3:12])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=4)=[N:17][CH:18]=3)[CH3:48])=[CH:32][N:31]=2)[CH:38]=[C:37]([O:39][CH2:40][CH3:41])[C:36]=1[O:42][CH2:43][CH3:44])[CH3:47]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485610HCID 22485610, compound

Product 1

HCID 22485609HCID 22485609, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of N,N′-bis[2-(3,4,5-triethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (123.0 mg, 0.186 mmol) in methanol (3.0 mL) was added a 1.0 M solution of methanesulfonic acid in methanol (0.38 mL, 0.38 mmol), and the reaction mixture was concentrated under reduced pressure. Chloroform-diethyl ether was added to the residue and the resulting precipitate was collected by filtration to afford the title compound as a yellow crystalline powder [melting point: 237.0° C. (decomposed)](110.0 mg, yield: 70%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionChloroform-diethyl ether was added to the residue
  3. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-1a4db1c1ab164236a4f2229194c70d3c
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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