Ethyl Acetate → 5-Chloropyridine-2,3-diamine

HRID 55506

Reaktionsgleichung

Reaktionsgleichung von HRID 55506
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([Cl:11])=[CH:4][N:3]=1.O.O.[Sn](Cl)Cl.[BH4-].[Na+].C(OCC)(=O)C>CC(O)(C)C>[Cl:11][C:5]1[CH:6]=[C:7]([NH2:8])[C:2]([NH2:1])=[N:3][CH:4]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 61436Stannous chloride dihydrateHCID 2241682-Amino-5-chloro-3-nitropyridineHCID 4311764Sodium borohydride

Produkt 1

HCID 12682545-Chloropyridine-2,3-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A procedure similar to that described in Preparation 42 was repeated, except that 12.5 g of 2-amino-5-chloro-3-nitropyridine (prepared as described in Preparation 61) 82.0 g of tin(II) chloride dihydrate, 1.35 g of sodium borohydride and 300 ml of a 9:1 by volume mixture of ethyl acetate and 2-methyl-2-propanol were used, to give the title compound as a crude product. This crude product was crystallized by trituration with a mixture of ethyl acetate and hexane, to give 8.14 g of the title compound, melting at 164°-165° C.

Aufarbeitung

  1. customA procedure similar to that described in Preparation 42

Quellen und Nachweise

ORD-Eintrag
ord-c3a49e00de8843bb98dc96712f5dd130
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624935

Verknüpfte Notizen

Wird geladen…