Chlorosuccinimide → Methyl 6-amino-5-bromo-3-chloropyridine-2-carboxylate

HRID 1437355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1437355
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[Br:12].[Cl:13]N1C(=O)CCC1=O>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([Cl:13])=[CH:4][C:3]=1[Br:12]

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 10704661Methyl 6-amino-5-bromopicolinate

Produkt 1

HCID 21873807Methyl 6-amino-5-bromo-3-chloropyridine-2-carboxylateAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution methyl 6-amino-5-bromopyridine-2-carboxylate (20.04 g) in acetic acid (900 ml) was added N-chlorosuccinimide (14 g) and the resultant solution was heated to 120° C. for 1 hour. The solution was then evaporated and treated with excess aqueous sodium bicarbonate and extracted with dichloromethane. The organic fraction was dried and evaporated to give the product (21.98 g).

Aufarbeitung

  1. customThe solution was then evaporated
  2. additiontreated with excess aqueous sodium bicarbonate
  3. extractionextracted with dichloromethane
  4. customThe organic fraction was dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-29fa8d81c271442092e54bbd5c074631
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07622481B2

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