Cyanogen Bromide → 6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

HRID 657907

Reaktionsgleichung

Reaktionsgleichung von HRID 657907
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[C:4]([CH3:10])[CH:3]=1.[N:11]#[C:12][Br:13]>CCO.O>[BrH:13].[Cl:1][C:2]1[CH:3]=[C:4]([CH3:10])[C:5]2[N:6]([C:12]([NH2:11])=[N:9][N:8]=2)[N:7]=1

Komponenten

5

Edukt 2

HCID 10476Cyanogen BromideHCID 114464906-Chloro-3-hydrazinyl-4-methylpyridazine

Produkt 1

HCID 866507966-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel2×

Versuchsvorschrift

(6-Chloro-4-methylpyridazin-3-yl)hydrazine (W3.002; 4.6 g) were initially charged in EtOH (330 ml) and water (70 ml) while stirring at RT. Thereafter, cyanogen bromide in a mixture of EtOH (170 ml) and water (30 ml) was slowly added dropwise at RT. After stirring at RT for 6 h, the mixture was left to stand overnight. Then the mixture was dried and the residue was purified using silica gel (40 g cartridge, DCM/methanol gradient of 0-10% in 30 min). 7.3 g of the title compound were obtained.

Aufarbeitung

  1. additionwas slowly added dropwise at RT
  2. waitthe mixture was left
  3. waitto stand overnight
  4. customThen the mixture was dried
  5. customthe residue was purified
  6. customsilica gel (40 g cartridge, DCM/methanol gradient of 0-10% in 30 min)

Quellen und Nachweise

ORD-Eintrag
ord-69c263cbfc954f47a7b3b1ab2f26dd97
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076336B2

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