Reaktion #40421

Reaktionsgleichung

2-fluoro-4-cyanobenzoic acid

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

pyridine

→

N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide

Ausbeute 111.3%

Lösungsmittel

thionyl chloride

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenAfter concentration
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (5 ml)
3. 3
   FiltrationThe precipitate was filtered
4. 4
   Waschenwashed with a little amount of dichloromethane

Vorschrift

A solution of 2-fluoro-4-cyanobenzoic acid (1 g, 6.06 mmol) in thionyl chloride (5 ml) was refluxed for 2 hr. After concentration, the residue was dissolved in dichloromethane (5 ml). And a solution of the compound of (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (1.2 g, 4.25 mmol) in dichloromethane (10 ml) and pyridine (1.47 ml, 18.18 mmol) were added. The mixture was stirred at r.t. overnight. The precipitate was filtered and washed with a little amount of dichloromethane to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide (2.03 g, 78%). MS found for C20H11Cl2FN4O2 M+=429, (M+2)+=431.

Quelle