Ethanol → HCID 178436955, compound

HRID 1289493Notes

Reaction equation

HRID 1289493 reaction equation
C[O-].[Na+].C(O)C.[NH2:7][C:8]([NH2:10])=[S:9].[C:11]([CH2:15][C:16](OC)=[O:17])(=O)[CH2:12][CH3:13]>O>[SH:9][C:8]1[NH:10][C:16](=[O:17])[CH:15]=[C:11]([CH2:12][CH3:13])[N:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 121699Methyl 3-oxovalerateHCID 2723790ThioureaHCID 10942334Sodium Methoxide

Product 1

HCID 178436955HCID 178436955, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of sodium methoxide(24 g, 0.44 mol) and ethanol(180 ml) were added thiourea(15.22 g, 0.2 mol) and methyl propionylacetate(25.1 ml, 0.2 mol). After distillating solvent slowly, water(200 ml) was added to the reaction mixture, which was then heated to reflux for 30 minutes. Active carbon was added to the reaction mixture, which was then stirred for 5 minutes and filtered. The filtrate was cooled to a room temperature and acidified by glacial acetic acid and the resulting solid was filtered and dried to give 29 g of the titled compound. (Yield: 93%)

Workup

  1. temperaturewas then heated
  2. temperatureto reflux for 30 minutes
  3. additionActive carbon was added to the reaction mixture, which
  4. filtrationfiltered
  5. filtrationthe resulting solid was filtered
  6. customdried

Sources & evidence

ORD record
ord-5b2e04d1aba74f29bcad4d127c2e0b9d
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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