Hydrazine hydrate (1:1) → 4-Phenylpyridazine-3,6-diol

HRID 1061519

Reaktionsgleichung

Reaktionsgleichung von HRID 1061519
[C:1]1([C:7]2[C:8](O[C:11](=[O:13])[CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.O.O.C([O-])(=O)C.[Na+].O.[NH2:23][NH2:24]>C(O)(=O)C>[C:1]1([C:7]2[C:8](=[O:9])[NH:23][NH:24][C:11](=[O:13])[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 24654Hydrazine hydrate (1:1)HCID 99174Phenylmaleic anhydrideHCID 23665404Sodium Acetate Trihydrate

Produkt 1

HCID 136348344-Phenylpyridazine-3,6-diolAusbeute 34,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
7 °C

Versuchsvorschrift

Phenylmaleic anhydride (30 g, 0.17 mol), sodium acetate trihydrate (28 g, 0.21 mol) and hydrazine monohydrate (10 ml, 0.21 mol) were heated together at reflux in 40% acetic acid (600 ml) for 18 h. The mixture was cooled at 7° C. for 2 h, then filtered. The solid was washed with diethyl ether and dried in vacuo to give 11 g (34%) of the title compound: 1H NMR (250 MHz, DMSO-d6) δ 7.16 (1H, br s), 7.44 (5H, m), 7.80 (2H, br s); MS (ES+) m/e 189 [MH+].

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid was washed with diethyl ether
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8949116f2ab1478195938d4d196c418d
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06960584B2

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