Methyl 3-oxovalerate → HCID 178436944, compound

HRID 1450379Notes

Reaction equation

HRID 1450379 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.[CH3:7][CH2:8][C:9]([CH2:11][C:12](OC)=[O:13])=O>C(O)(=O)C>[CH2:8]([C:9]1[CH:11]=[C:12]([OH:13])[N:3]2[N:4]=[CH:5][N:6]=[C:2]2[N:1]=1)[CH3:7]

Participants

4

Reactant 2

HCID 121699Methyl 3-oxovalerateHCID 178418311HCID 178418311, compound

Product 1

HCID 178436944HCID 178436944, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

33.6 g (0.4 mol) of 3-amino-1H-1,2,4-triazole and 52 g (0.4 mol) of methyl 3-oxo-n-valerate were heated in 130 ml acetic acid for 70 min. After cooling crystals precipitated, which were filtered by suction and dissolved in 1 l water. After several extractions with dichloromethane the combined organic layers were dried over sodium sulfate, and the solvent distilled off in vacuo. The title compound crystallized during the evaporation in colorless crystals, m.p. 212° C.

Workup

  1. temperatureAfter cooling crystals
  2. customprecipitated
  3. filtrationwhich were filtered by suction
  4. dissolutiondissolved in 1 l water
  5. extractionAfter several extractions with dichloromethane the combined organic layers
  6. dry with materialwere dried over sodium sulfate
  7. distillationthe solvent distilled off in vacuo
  8. customThe title compound crystallized during the evaporation in colorless crystals, m.p. 212° C.

Sources & evidence

ORD record
ord-424d8f233553479d800b11fc069597eb
Source dataset
uspto-grants-1997_02
Patent number
US05602137

Reaction notes

Loading…