Sodium Acetate → HCID 12067706, compound

HRID 734368Notes

Reaction equation

HRID 734368 reaction equation
[NH2+]1[C:9]2[C:4](=[CH:5]C=CC=2)[CH:3]=[CH:2]1.S1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH+:12]=[CH:11]1.CO/[CH:21]=[CH:22]/[CH:23]=[C:24]1/[S:25](=[O:35])(=[O:34])[C:26]2[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=2[C:28]/1=[O:29].C([O-])(=O)C.[Na+]>CO.C(Cl)(Cl)Cl>[CH3:11][N:12]1[C:13]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:4]([CH3:9])([CH3:5])/[C:3]/1=[CH:2]/[CH:21]=[CH:22]/[CH:23]=[C:24]1\[S:25](=[O:35])(=[O:34])[C:26]2[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=2[C:28]\1=[O:29]

Participants

6

Reactant 4

HCID 517045Sodium AcetateHCID 4522873HCID 4522873, compoundHCID 4528438IndoliumHCID 12067740HCID 12067740, compound

Product 1

HCID 12067706HCID 12067706, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

General Procedure B (Dyes 1b, 1c, 2a, 2b, 3b, 4b). Indolium or benzothiazolium salt (5, 6, or 7, 1.00 mmol) was added at once to a boiling solution of enol ether 8 or 9 (500 mg, 2.0 mmol) in 5.0 mL of a methanol-chloroform mixture (1:1) followed by addition of 100 mg of sodium acetate. The reaction mixture was stirred at reflux for 30 min. After cooling, the dye separated as a crystalline solid. The dye was additionally purified by recrystallization from methanol.

Workup

  1. temperatureat reflux for 30 min
  2. temperatureAfter cooling
  3. customthe dye separated as a crystalline solid
  4. customThe dye was additionally purified by recrystallization from methanol

Sources & evidence

ORD record
ord-3722a21bc2ed4e6abba3a2b88118f6c4
Source dataset
uspto-grants-2009_09
Patent number
US07592188B2

Reaction notes

Loading…