1-(5-Carboxypentyl)-4-methylpyridin-1-ium bromide → 1-(5-carboxy-pentyl)-4-((E)-2-{7-[ethyl-(3-sulfonatopropyl)-amino]-2-oxo-2H-chromen-3-yl}-vinyl)-pyridinium Betaine

HRID 229777Notes

Reaction equation

HRID 229777 reaction equation
[Na+].[CH2:2]([N:4]([C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[C:17]([CH:23]=O)[C:18](=[O:22])[O:19]2)=[CH:14][CH:13]=1)[CH2:5][CH2:6][CH2:7][S:8]([O-:11])(=[O:10])=[O:9])[CH3:3].[Br-].[C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][N+:34]1[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=1)([OH:28])=[O:27].[CH3:41][OH:42].[OH2:43]>>[C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][N+:34]1[CH:35]=[CH:36][C:37](/[CH:40]=[CH:23]/[C:17]2[C:18](=[O:22])[O:19][C:20]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[C:12]([N:4]([CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][S:8]([O-:11])(=[O:9])=[O:10])[CH:21]=3)=[CH:38][CH:39]=1)([OH:28])=[O:27].[CH3:2][N+:4]([CH2:12][C:41]([OH:43])=[O:42])([CH3:26])[CH3:5]

Participants

4

Reactant 3

HCID 179378181-(5-Carboxypentyl)-4-methylpyridin-1-ium bromideHCID 22242641Methanol--water (1/1)HCID 875953103-[Ethyl-(3-formyl-2-oxo-2h-chromen-7-yl)-amino]-propane-1-sulfonic acid sodium salt

Product 1

HCID 865891201-(5-carboxy-pentyl)-4-((E)-2-{7-[ethyl-(3-sulfonatopropyl)-amino]-2-oxo-2H-chromen-3-yl}-vinyl)-pyridinium Betaine

Procedure

0.2 mmol 3-[ethyl-(3-formyl-2-oxo-2H-chromen-7-yl)-amino]-propane-1-sulfonic acid sodium salt and 0.2 mmol 1-(5-carboxy-pentyl)-4-methyl-pyridinium bromide are converted according to the general directions above. Column chromatography: SiO2 (RP18), eluent: methanol/water.

Sources & evidence

ORD record
ord-c141d80bc6e942a3897d743bc1682761
Source dataset
uspto-grants-2009_07
Patent number
US07563907B2

Reaction notes

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