Ammonia → 5-(3,4-Dibromobutyl)pyridine-2-carboxamide

HRID 1580972

Reaktionsgleichung

Reaktionsgleichung von HRID 1580972
[Br:1][CH:2]([CH2:14][Br:15])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11](O)=[O:12])=[N:9][CH:10]=1.S(Cl)(Cl)=O.[NH3:20]>C(Cl)(Cl)Cl>[Br:1][CH:2]([CH2:14][Br:15])[CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([NH2:20])=[O:12])=[N:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 2167205-(3,4-Dibromobutyl)pyridine-2-carboxylic acid

Produkt 1

HCID 132718775-(3,4-Dibromobutyl)pyridine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

20 g of 5-(3,4-dibromobutyl)picolinic acid was added to 15 ml of thionyl chloride and resulting solution was kept to warm at 50°C for one-half hour. Reaction mixture was evaporated in reduced pressure and resulting oily residue was dissolved in chloroform 100 ml. Through the solution dry ammonia gas was passed for five minutes with cooling. White precipitate was removed by filtration and washed with chloroform. Filtrate and washings are combined and evaporated in reduced pressure. Resulting solid was crystallized from benzene to give 10.2 g of the pure product as platelets.

Aufarbeitung

  1. customresulting solution
  2. customReaction mixture
  3. customwas evaporated in reduced pressure
  4. customresulting oily residue
  5. temperaturewith cooling
  6. customWhite precipitate was removed by filtration
  7. washwashed with chloroform
  8. customevaporated in reduced pressure
  9. customResulting solid
  10. customwas crystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-024697468ebd42488821dcb604921c7d
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03935221

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