Triethylamine → 4-bromo-N-(4-bromo-2-fluorobenzyl)-2-nitrobenzamide

HRID 569809

Reaktionsgleichung

Reaktionsgleichung von HRID 569809
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([F:10])[CH:3]=1.C(N(CC)CC)C.[Br:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[C:21]([N+:28]([O-:30])=[O:29])[CH:20]=1>C(Cl)(Cl)Cl>[Br:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][C:4]=2[F:10])=[O:24])=[C:21]([N+:28]([O-:30])=[O:29])[CH:20]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 3770848(4-Bromo-2-fluorophenyl)methanamineHCID 189198804-Bromo-2-nitrobenzoyl chloride

Produkt 1

HCID 144589874-bromo-N-(4-bromo-2-fluorobenzyl)-2-nitrobenzamideAusbeute 81,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a solution of 4-bromo-2-fluorobenzylamine (2.3 g) and triethylamine (1.55 ml) in chloroform (40 ml) was added dropwise a solution of 4-bromo-2-nitrobenzoyl chloride (2.69 g) in chloroform (10 ml) at 0° C. with stirring and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was washed in turn with diluted aqueous hydrochloric acid and water, and then dried. Evaporation of the solvent followed by recrystallization from diethyl ether gave 4-bromo-N-(4-bromo-2-fluorobenzyl)-2-nitrobenzamide (3.60 g).

Aufarbeitung

  1. stirringthe mixture was stirred at the same temperature for 1 hour
  2. washThe reaction mixture was washed in turn with diluted aqueous hydrochloric acid and water
  3. customdried
  4. customEvaporation of the solvent
  5. customfollowed by recrystallization from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-83fb32c6a6f5421bb4ce4068b5c5dfb5
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734419

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