Thionyl Chloride → 4-Azidobenzoyl chloride

HRID 358228

Reaktionsgleichung

Reaktionsgleichung von HRID 358228
[N:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=[O:9])=[CH:6][CH:5]=1)=[N+:2]=[N-:3].S(Cl)([Cl:15])=O>CN(C)C=O>[N:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([Cl:15])=[O:9])=[CH:6][CH:5]=1)=[N+:2]=[N-:3]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 30341844-Azidobenzoic acid

Produkt 1

HCID 846684-Azidobenzoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

13.7 g of p-aminobenzoic acid was dispersed in a solution of 100 cc of water and 30 cc of 30% hydrochloric acid in an ordinary manner and the dispersion was cooled with ice. A solution of 8.3 g of sodium nitrite in 50 cc of water was added dropwise to the dispersion to effect the diazotization reaction. A solution of 10.1 g of sodium azide in 70 cc of water was added dropwise to the mixture, stirred for about one hour, filtered and vacuum-dried to obtain p-azidobenzoic acid. 5.4 g of the thus obtained p-azidobenzoic acid was dissolved in 10 cc of dimethylformamide and 25 g of thionyl chloride was added dropwise to the solution. The mixture was stirred for about one hour and the product was added dropwise to ice-water. After filtration followed by washing with water and vacuum drying, p-azidobenzoyl chloride was obtained.

Aufarbeitung

  1. filtrationAfter filtration
  2. washby washing with water and vacuum
  3. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-7e7180d3fba64dddb39bba1067d01cc8
Quelldatensatz
uspto-grants-1984_08
Patentnummer
US04465768

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