Ethyl Acetate → HCID 53996753, compound

HRID 2107218Notes

Reaction equation

HRID 2107218 reaction equation
[C:1]([N:9]=[C:10]=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][C:13]1[S:14][CH:15]=[C:16]([CH:18]=[C:19]2[S:23][C:22](=[S:24])[N:21]([CH2:25][C:26]([OH:28])=[O:27])[C:20]2=[O:29])[N:17]=1.C(OCC)(=O)C>CN(C)C=O>[C:1]([NH:9][C:10](=[S:11])[NH:12][C:13]1[S:14][CH:15]=[C:16]([CH:18]=[C:19]2[S:23][C:22](=[S:24])[N:21]([CH2:25][C:26]([OH:28])=[O:27])[C:20]2=[O:29])[N:17]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 68284Benzoyl isothiocyanateHCID 542543345-(2-Aminothiazol-4-ylmethylene)rhodanine-3-acetic acid

Product 1

HCID 53996753HCID 53996753, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.6 g of benzoyl isothiocyanate were added dropwise, at room temperature, to a solution of 4 g of 5-(2-aminothiazol-4-ylmethylene)rhodanine-3-acetic acid in 70 ml of dimethylformamide. The reaction mixture was stirred at room temperature for 6 hours. then ethyl acetate was added and precipitated solids were filtered off. The ethyl acetate solution was washed with water and concentrated under reduced pressure, and the crystalline solid thus obtained was separated by filtration and recrystallized from acetic acid, giving the title compound as a yellow powder.

Workup

  1. customprecipitated solids
  2. filtrationwere filtered off
  3. washThe ethyl acetate solution was washed with water
  4. concentrationconcentrated under reduced pressure
  5. customthe crystalline solid thus obtained
  6. customwas separated by filtration
  7. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-04fd80661e734ab6a86e8db2742db0d5
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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