Reaktion #435738

Reaktionsgleichung

bromoacetyl bromide

3-Amino-2,4-dibromo-6-methylpyridine

N,N-dimethylaniline

→

N-[2,4-dibromo-6-methylpyridin-3-yl]-2-bromoacetamide

Ausbeute 85.3%

Lösungsmittel

dichloromethane

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling with ice
2. 2
   workup.ADDITIONAfter completion of addition
3. 3
   Sonstigewas elevated to room temperature
4. 4
   workup.STIRRINGstirred for 12 hours
5. 5
   WaschenThe resultant mixture was washed sequentially with water
6. 6
   TrocknenSubsequently, the mixture was dried over sodium sulfate anhydrate
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   SonstigeThe residue was crystallized from hexane-acetone

Vorschrift

3-Amino-2,4-dibromo-6-methylpyridine (1.16 g, 4.38 mmol) was dissolved in methylene chloride (10 mL). N,N-dimethylaniline (0.77 g, 6.35 mmol) was added to the solution and then a solution of bromoacetyl bromide (1.03 g, 5.12 mmol) in dichloromethane (2 mL) was added dropwise thereto over 5 minutes with stirring and cooling with ice. After completion of addition, the temperature of the mixture was elevated to room temperature and stirred for 12 hours. The resultant mixture was washed sequentially with water, an aqueous saturated sodium hydrogencarbonate solution, and saturated brine. Subsequently, the mixture was dried over sodium sulfate anhydrate and concentrated under reduced pressure. The residue was crystallized from hexane-acetone, to thereby yield 1.44 g of N-[2,4-dibromo-6-methylpyridin-3-yl]-2-bromoacetamide as colorless crystals (yield 85.3%).

Quelle