Chloroform → Methyl 3-chloromethylpyrazine-2-carboxylate

HRID 604817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604817
[CH3:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)[Cl:31]>>[Cl:31][CH2:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1

Komponenten

4

Edukt 3

HCID 6212ChloroformHCID 7187Benzoyl PeroxideHCID 13153469Methyl 3-methylpyrazine-2-carboxylate

Produkt 1

HCID 67039637Methyl 3-chloromethylpyrazine-2-carboxylateAusbeute 52 %

Versuchsvorschrift

Methyl 3-methylpyrazine-2-carboxylate (2.44 g, 16 mmol) was dissolved in chloroform (100 ml) and N-chlorosuccinimde (2.14 g, 16 mmol) was added thereto. Then, benzoyl peroxide (110 mg, 70%, 0.32 mmol) was added and refluxed under heating for 30 hours. The reaction solution was cooled, followed by removing undissolved substance by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by using silica gel chromatography (hexane:ethyl acetate=1:1) to obtain 1.55 g of the desired compound.

Aufarbeitung

  1. additionN-chlorosuccinimde (2.14 g, 16 mmol) was added
  2. temperaturerefluxed
  3. temperatureunder heating for 30 hours
  4. temperatureThe reaction solution was cooled
  5. customby removing undissolved substance
  6. filtrationby filtration
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. customthe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-a785675770ee45caa7784f4fe24d4d9b
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910735B2

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