Hydrazine hydrate (1:1) → HCID 66690636, Verbindung

HRID 592296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 592296
[Cl:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:14]=1)[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].O.[NH2:17][NH2:18]>C(O)C>[Cl:1][C:2]1[C:3]([NH:17][NH2:18])=[N:4][CH:5]=[C:6]([CH:14]=1)[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 10933837HCID 10933837, Verbindung

Produkt 1

HCID 66690636HCID 66690636, VerbindungAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of tert-butyl 5,6-dichloronicotinate (32.3 g, 130 mmol)) in ethanol (651 mL) was added hydrazine hydrate (19 mL, 391 mmol). The mixture was heated 75° C. After 2.5 h, the mixture was cooled to ambient temperature. The mixture was concentrated down to 200 mL of ethanol. The solid crashed out was filtered and washed with dichloromethane to give the hydrochloride salt of the title compound (29 g): LC-MS [M+1]=244.1.

Aufarbeitung

  1. temperaturethe mixture was cooled to ambient temperature
  2. concentrationThe mixture was concentrated down to 200 mL of ethanol
  3. filtrationThe solid crashed out was filtered
  4. washwashed with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-e8342a698cfb42e9bef38eb967d04cbd
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238647B2

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