Sodium Bicarbonate → HCID 13608202, compound

HRID 867952Notes

Reaction equation

HRID 867952 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH:7]=[C:8]2[S:12][C:11](=[S:13])[N:10]([CH2:14][C:15]([OH:17])=[O:16])[C:9]2=[O:18])[O:4][N:3]=1.C(=O)([O-])O.[Na+]>O.[Pd]>[CH3:1][C:2]1[CH:6]=[C:5]([CH2:7][CH:8]2[S:12][C:11](=[S:13])[N:10]([CH2:14][C:15]([OH:17])=[O:16])[C:9]2=[O:18])[O:4][N:3]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 54317257HCID 54317257, compound

Product 1

HCID 13608202HCID 13608202, compoundYield 30%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

In 100 ml of water were dissolved 2.0 g of 5-(3-methyl-5-isoxazolylmethylene)rhodanine-3-acetic acid and 1.0 g of sodium hydrogencarbonate. To the solution was added 1.0 g of 10% palladium charcoal and the mixture was subjected to a reduction at room temperature and under a hydrogen pressure of 3 atm. After completion of the reaction, the catalyst was removed by filtration. To the filtrate was added dilute hydrochloric acid to adjust the pH to 1. The precipitate was separated by filtration and recrystallized from water, giving 0.6 g of 5-(3-methyl-5-isoxazolylmethyl)rhodanine- 3-acetic acid (Compound 1 g) having a melting point of 235° to 240° C. (decomposition) in a yield of 30 %.

Workup

  1. customwas subjected to a reduction at room temperature and under a hydrogen
  2. customAfter completion of the reaction
  3. customthe catalyst was removed by filtration
  4. additionTo the filtrate was added dilute hydrochloric acid
  5. customThe precipitate was separated by filtration
  6. customrecrystallized from water

Sources & evidence

ORD record
ord-557b9610c17d491684047441794d2546
Source dataset
uspto-grants-1988_10
Patent number
US04777259

Reaction notes

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