Formic Acid → 2-(5-Formamido-1H-pyrazol-1-yl)ethyl formate

HRID 373438

Reaktionsgleichung

Reaktionsgleichung von HRID 373438
[C:1]([O:4][C:5](=O)[CH3:6])(=[O:3])C.[CH:8]([OH:10])=O.[NH2:11][C:12]1[N:16](CCO)[N:15]=[CH:14][CH:13]=1.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.O1CCCC1.O>[CH:8]([NH:11][C:12]1[N:16]([CH2:6][CH2:5][O:4][CH:1]=[O:3])[N:15]=[CH:14][CH:13]=1)=[O:10]

Komponenten

8

Edukt 4

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 3202812-(5-amino-1H-pyrazol-1-yl)ethan-1-olHCID 516892Sodium Bicarbonate

Produkt 1

HCID 149965672-(5-Formamido-1H-pyrazol-1-yl)ethyl formate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of acetic anhydride (11.13 ml) and formic acid (5.93 ml) was stirred at ambient temperature for 30 minutes. To this solution was added 5-amino-1-(2-hydroxyethyl)pyrazole (5 g) under ice-cooling, and the mixture was stirred at 30°-40° C. for 1 hour. The reaction mixture was poured into a mixture of water, tetrahydrofuran and ethyl acetate and adjusted to pH 6 with aqueous sodium bicarbonate. The organic layer was separated, and the aqueous layer was extracted with a mixture of tetrahydrofuran and ethyl acetate for three times. The organic layers were combined, dried over magnesium sulfate and evaporated in vacuo to give 5-formamido-1-(2-formyloxyethyl)pyrazole (5.18 g).

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was stirred at 30°-40° C. for 1 hour
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with a mixture of tetrahydrofuran and ethyl acetate for three times
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c1f3e5685c03456cbd5030317e89b713
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162520

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