Sodium Acetate → HCID 178496248, compound

HRID 2204289

Reaction equation

HRID 2204289 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N+:9]1[C:17]2[C:12](=[CH:13][C:14]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:15][CH:16]=2)[C:11]([CH3:29])([CH2:22][CH2:23][CH2:24][S:25]([OH:28])(=[O:27])=[O:26])[C:10]=1/[CH:30]=[CH:31]/NC1C=CC=CC=1)([OH:3])=[O:2].[CH3:39][O:40][CH2:41][CH2:42][O:43][CH2:44][CH2:45][O:46][CH2:47][CH2:48][N+:49]1[C:57]2[C:52](=[CH:53][C:54]([S:58]([OH:61])(=[O:60])=[O:59])=[CH:55][CH:56]=2)[C:51]([CH3:69])([CH2:62][CH2:63][CH2:64][S:65]([OH:68])(=[O:67])=[O:66])[C:50]=1[CH3:70].C([O-])(=O)C.[Na+:75].COCCOCC[N+]1C2C(=CC(S(O)(=O)=O)=CC=2)C(C)(CCCS(O)(=O)=O)C=1C>C(O)(=O)C.C(OC(=O)C)(=O)C.C(OCC)C>[Na+:75].[Na+:75].[Na+:75].[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][C:14]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:15][CH:16]=2)[C:11]([CH3:29])([CH2:22][CH2:23][CH2:24][S:25]([OH:28])(=[O:26])=[O:27])/[C:10]/1=[CH:30]\[CH:31]=[CH:70]\[C:50]1[C:51]([CH3:69])([CH2:62][CH2:63][CH2:64][S:65]([OH:68])(=[O:67])=[O:66])[C:52]2[C:57](=[CH:56][CH:55]=[C:54]([S:58]([OH:61])(=[O:59])=[O:60])[CH:53]=2)[N+:49]=1[CH2:48][CH2:47][O:46][CH2:45][CH2:44][O:43][CH2:42][CH2:41][O:40][CH3:39])([OH:3])=[O:2]

Participants

7

Reactant 4

HCID 517045Sodium AcetateHCID 885363471-(5-carboxypentyl)-3-methyl-2-((E)-2-phenylamino-vinyl)-5-sulfo-3-(3-sulfopropyl)-3H-indoliumHCID 885363611-[2-(2-methoxy-ethoxy)-ethyl]-2,3-dimethyl-5-sulfo-3-(3-sulfopropyl)-3H-indolium2×HCID 885363881-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethyl}-2,3-dimethyl-5-sulfo-3-(3-sulfo-propyl)-3H-indolium

Product 1

HCID 178496248HCID 178496248, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 21895370AcOH AcOAcSolvent

Procedure

One mmol 1-(5-carboxypentyl)-3-methyl-2-((E)-2-phenylamino-vinyl)-5-sulfo-3-(3-sulfopropyl)-3H-indolium and 1 mmol 1-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethyl}-2,3-dimethyl-5-sulfo-3-(3-sulfo-propyl)-3H-indolium were dissolved in 20 ml acetic acid/acetic anhydride (1/1) followed by the addition of 200 mg sodium acetate. The solution was stirred under reflux for 15 min. After cooling to room temperature, 20 ml diethylether was added. The resulting precipitate (mixture of the diastereomers 550-1 compound 2 and 550-2 compound 2) was extracted by suction, washed with ether and dried.

Workup

  1. temperatureunder reflux for 15 min
  2. extractionwas extracted by suction
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-a4a989fdea8a45c294497d0c06443fce
Source dataset
uspto-grants-2016_06
Patent number
US09365598B2

Linked notes

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