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Ethyl 2,4-dioxovalerate → HCID 178427252, Verbindung

HRID 490315
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 490315
[NH2:1][C:2]1[CH:3]=[C:4]([OH:7])[NH:5][N:6]=1.C[O-].[Na+].C([O:13][C:14](=[O:21])[C:15](=O)[CH2:16][C:17](=O)[CH3:18])C>CO>[OH:7][C:4]1[C:3]2[C:2](=[N:1][C:15]([C:14]([OH:21])=[O:13])=[CH:16][C:17]=2[CH3:18])[NH:6][N:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 69208Ethyl 2,4-dioxovalerateHCID 962213-Amino-5-hydroxypyrazoleHCID 10942334Sodium Methoxide

Produkt 1

HCID 178427252HCID 178427252, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Amino-2H-pyrazol-3-ol (3.1 g, 31.6 mmol) were suspended in 100 ml of methanol. Then sodium methoxide (5.1 g, 95 mmol) and 2,4-dioxopentanoic acid ethyl ester (5 g, 31.6 mmol) were added, and the mixture was heated up under reflux for 12 h. The solvent was removed in a rotary evaporator, water was added to the residue, the precipitate was filtered off with suction, and the filtrate was adjusted to pH 6 with dilute hydrochloric acid. The precipitated product (both precipitates) was filtered off with suction and dried. Yield: 4.9 g (70%), M+H+: 194.09.

Aufarbeitung

  1. temperaturethe mixture was heated up
  2. temperatureunder reflux for 12 h
  3. customThe solvent was removed in a rotary evaporator, water
  4. additionwas added to the residue
  5. filtrationthe precipitate was filtered off with suction
  6. customThe precipitated product (both precipitates)
  7. filtrationwas filtered off with suction
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-914644e5cbc34774a7cd954f93d41aff
Quelldatensatz
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07528155B2

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