Water → Butyl 1,6-dihydro-6-oxo-3-pyridazinecarboxylate

HRID 840303Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 840303
[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]([OH:10])=[O:9])[CH:4]=[CH:3]1.S(=O)(=O)(O)O.O>C(OC(C)=O)CCC.C(O)CCC>[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]([O:10][CH2:2][CH2:3][CH2:4][CH3:5])=[O:9])[CH:4]=[CH:3]1

Komponenten

6

Edukt 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 3059706-Hydroxypyridazine-3-carboxylic Acid

Produkt 1

HCID 12346430Butyl 1,6-dihydro-6-oxo-3-pyridazinecarboxylateAusbeute 170,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2631-ButanolLösungsmittelHCID 31272Butyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 6-oxo-1,6-dihydropyridazine-3-carboxylic acid (British patent no. 856409) (52 g, 0.33 mol) in nBuOAc (80 ml) and butanol (80 ml) was treated with concentrated sulphuric acid (5 ml). The mixture was heated at reflux under a Dean-Stark trap. After 5 hours water production had ceased. The reaction was allowed to cool to ambient temperature and after standing overnight, the precipitate was filtered, washed with diethyl ether and dried to give butyl 6-oxo-1,6-dihydropyridazine-3-carboxylate as a white solid (55.2 g, 85%) m.p. 81-83° C.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux under a Dean-Stark trap
  3. filtrationthe precipitate was filtered
  4. washwashed with diethyl ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-94d09b112ac748a396e5418bcc6a2711
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365603B1

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