Cyanogen Bromide → 6-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

HRID 1524501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1524501
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[C:4]([CH3:10])[C:3]=1[CH3:11].[N:12]#[C:13][Br:14]>CCO.O>[BrH:14].[Cl:1][C:2]1[C:3]([CH3:11])=[C:4]([CH3:10])[C:5]2[N:6]([C:13]([NH2:12])=[N:9][N:8]=2)[N:7]=1

Komponenten

5

Edukt 2

HCID 10476Cyanogen BromideHCID 126480423-Chloro-6-hydrazinyl-4,5-dimethylpyridazine

Produkt 1

HCID 866507976-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromideAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel2×

Versuchsvorschrift

(6-Chloro-4,5-dimethylpyridazin-3-yl)hydrazine (W3.006; 12 g) was initially charged in EtOH (240 ml) and water (50 ml) while stirring at RT. Thereafter, cyanogen bromide (14.7 g) in a mixture of EtOH (120 ml) and water (25 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 (80 g cartridge, DCM/methanol gradient of 0-20% in 60 min). 19.4 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 (80 g cartridge, DCM/methanol gradient of 0-20% in 60 min)

Quellen und Nachweise

ORD-Eintrag
ord-770df7b676fd4cb9b4008a42023db1f0
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079906B2

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