Tin chloride monohydrate → 2-amino-N-(4-chloropyridin-3-yl)benzamide hydrochloride

HRID 44240

Reaktionsgleichung

Reaktionsgleichung von HRID 44240
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O.O.[Sn](Cl)(Cl)(Cl)Cl>O1CCOCC1>[ClH:1].[NH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:9]([NH:8][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[Cl:1])=[O:19]

Komponenten

4

Edukt 2

HCID 45051637Tin chloride monohydrateHCID 67434091N-(4-chloropyridin-3-yl)-2-nitrobenzamide

Produkt 1

HCID 674339602-amino-N-(4-chloropyridin-3-yl)benzamide hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A suspension of N-(4-chloropyridin-3-yl)-2-nitrobenzamide (1.9 g, 6.8 mmol) in dioxane (10 mL) and conc. HCL (40 mL) was treated with tin chloride hydrate (6.2 g, 27.2 mmol). The reaction mixture was stirred at 90° C. for one hour (the mixture evolved from suspension to solution and back to suspension). After cooling down, the precipitate was filtered off and dried under high vacuum. The 2-amino-N-(4-chloropyridin-3-yl)benzamide hydrochloride was obtained as an off-white solid (3.0 g). LCMS [M+H]: 248.

Aufarbeitung

  1. temperatureAfter cooling down
  2. filtrationthe precipitate was filtered off
  3. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0410ad2bfead440595a292cfa64d8044
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541407B2

Verknüpfte Notizen

Wird geladen…