Acetic Acid → 5-(2-Carboxy-4-methoxybenzylidene)rhodanine

HRID 328980

Reaction equation

HRID 328980 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:7]([C:8]([OH:10])=[O:9])[C:6]([CH:12]=O)=[CH:5][CH:4]=1.[S:14]1[CH2:20][C:18](=[O:19])[NH:17][C:15]1=[S:16].C(O)(=O)C.C([O-])(=O)C.[Na+]>O>[C:8]([C:7]1[CH:11]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=1[CH:12]=[C:20]1[S:14][C:15](=[S:16])[NH:17][C:18]1=[O:19])([OH:10])=[O:9]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 1201546RhodanineHCID 71762052-Formyl-5-methoxybenzoic acid

Product 1

HCID 537228345-(2-Carboxy-4-methoxybenzylidene)rhodanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a hot stirred solution of 0.90 g. (5.0 mM) of 5-methoxyphthalaldehydic acid and 0.67 g. (5.0 mM) of rhodanine in 4 ml. of acetic acid is added 1.35 g. (16.4 mM) of anhydrous sodium acetate. After refluxing 0.5 hour, the solid yellow mass is cooled, poured into water, and filtered to separate 5-(2-carboxy-4-methoxybenzylidene)rhodanine as a yellow solid.

Workup

  1. temperatureAfter refluxing 0.5 hour
  2. temperaturethe solid yellow mass is cooled
  3. filtrationfiltered
  4. customto separate 5-(2-carboxy-4-methoxybenzylidene)rhodanine as a yellow solid

Sources & evidence

ORD record
ord-78b68e9300d342368e5c865e380744f2
Source dataset
uspto-grants-1977_04
Patent number
US04018891

Linked notes

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