Hydrazine hydrate (1:1) → 6-Chloro-imidazo[1,2-b]pyridazine-8-carboxylic acid hydrazide

HRID 1969104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1969104
C([O:3][C:4]([C:6]1[C:7]2[N:8]([CH:13]=[CH:14][N:15]=2)[N:9]=[C:10]([Cl:12])[CH:11]=1)=O)C.O.[NH2:17][NH2:18]>C(O)C>[Cl:12][C:10]1[CH:11]=[C:6]([C:4]([NH:17][NH2:18])=[O:3])[C:7]2[N:8]([CH:13]=[CH:14][N:15]=2)[N:9]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 57786728Ethyl 6-chloroimidazo[1,2-b]pyridazine-8-carboxylate

Produkt 1

HCID 577866686-Chloro-imidazo[1,2-b]pyridazine-8-carboxylic acid hydrazideAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of crude 6-chloro-imidazo[1,2-b]pyridazine-8-carboxylic acid ethyl ester (5.00 g, “22 mmol”) in 40 mL of ethanol at 0-5° C. was added 10 mL of hydrazine hydrate. Yellow solid immediately precipitated. After 15 min. at 0-5° C., the solid was isolated by Buchner filtration, rinsing well with ice-cold ethanol (250 mL total) and dried by sucking air through then in vacuo. A small amount of additional solid precipated from the filtrate and was isolated and dried similarly to the first crop. A total of 2.38 g (57% over three steps) of 6-chloro-imidazo[1,2-b]pyridazine-8-carboxylic acid hydrazide was isolated as a yellow solid.

Aufarbeitung

  1. customYellow solid immediately precipitated
  2. customthe solid was isolated by Buchner filtration
  3. washrinsing well with ice-cold ethanol (250 mL total)
  4. customdried
  5. customA small amount of additional solid precipated from the filtrate and was isolated
  6. customdried similarly to the first crop

Quellen und Nachweise

ORD-Eintrag
ord-7768b1badc6d42ada02d6eae700bea02
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08426441B2

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