Sodium Carbonate → HCID 15029611, compound

HRID 893089Notes

Reaction equation

HRID 893089 reaction equation
C1(S([CH:9]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][C:15]=2[O:24][CH3:25])[CH2:10][NH:11][CH:12]=[O:13])=O)C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[CH:12]([NH:11]/[CH:10]=[CH:9]/[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[O:24][CH3:25])=[O:13]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 15029619HCID 15029619, compound

Product 1

HCID 15029611HCID 15029611, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1-(1-phenylsulfinyl-2-formylaminoethyl)-2-methoxynaphthalene (3534 mg, 10 mmol) in toluene (60 ml) is added sodium carbonate (1060 mg, 10 mmol) and the mixture heated at reflux for 6 h. Then the mixture is filtered after cooling and the filtrate concentrated in vacuo. The residue is subjected to column chromatography over silica gel using as eluant cyclohexane/ethyl acetate (1:1) to give pure title compound with m.p. 160°-2° C., in 90% yield (1850 mg).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 6 h
  3. filtrationThen the mixture is filtered
  4. temperatureafter cooling
  5. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-0f682aa991e849bfbb173cbf286b7dac
Source dataset
uspto-grants-1992_06
Patent number
US05122537

Reaction notes

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