Chloroacetyl chloride → 6-Chloro-nicotinic Acid N'-(2-chloro-acetyl)-hydrazide

HRID 254249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254249
[Cl:1][CH2:2][C:3](Cl)=[O:4].[Cl:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([NH:13][NH2:14])=[O:12])=[CH:9][N:8]=1.CN1CCOCC1>ClCCl>[Cl:1][CH2:2][C:3]([NH:14][NH:13][C:11](=[O:12])[C:10]1[CH:15]=[CH:16][C:7]([Cl:6])=[N:8][CH:9]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 79724-MethylmorpholineHCID 28001776-Chloropyridine-3-carbohydrazide

Produkt 1

HCID 589974626-Chloro-nicotinic Acid N'-(2-chloro-acetyl)-hydrazideAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Chloroacetyl chloride (2.8 mL, 34.9 mmol) was added dropwise to an ice-cooled solution of 6-chloronicotinic acid hydrazide (5 g, 29.1 mmol) and 4-methylmorpholine (4.8 mL, 43.7 mmol) in dichloromethane (100 mL) and the reaction was stirred at room temperature for 3 hours. The resulting precipitate was then filtered off, slurried with dichloromethane, re-filtered, washed with dichloromethane (×3) and dried to afford the title compound as a beige solid in 57% yield, 4.1 g

Aufarbeitung

  1. filtrationThe resulting precipitate was then filtered off
  2. filtrationre-filtered
  3. washwashed with dichloromethane (×3)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8eb38cd6c7d948e4bf4857f3a0fa46e1
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875615B2

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