Stannous Chloride → 4-(4-chloro-1H-1,2,3-triazol-1-yl)aniline

HRID 1473851Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1473851
[Cl:1][C:2]1[N:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=2)[CH:6]=1.Cl[Sn]Cl>C(O)C>[Cl:1][C:2]1[N:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[CH:6]=1

Komponenten

4

Edukt 2

HCID 24479Stannous ChlorideHCID 687732414-chloro-1-(4-nitrophenyl)-1H-1,2,3-triazole

Produkt 1

HCID 595880664-(4-chloro-1H-1,2,3-triazol-1-yl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a solution of 4-chloro-1-(4-nitrophenyl)-1H-1,2,3-triazole (0.1 g, 0.45 mmol) in ethanol (3 mL) was added SnCl2 (0.4 g, 1.8 mmol) portionwise. The slurry was warmed up to 85° C. for 2.5 h, then quenched with NaOH (2M), filtered and concentrated. The residue was redissolved in EtOAc and washed with brine. The organic layer was separated, dried (MgSO4), and concentrated to afford 4-(4-chloro-1H-1,2,3-triazol-1-yl)aniline.

Aufarbeitung

  1. customquenched with NaOH (2M)
  2. filtrationfiltered
  3. concentrationconcentrated
  4. dissolutionThe residue was redissolved in EtOAc
  5. washwashed with brine
  6. customThe organic layer was separated
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b766243cf06b408aa3983b2568af5088
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018205B2

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