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Dimethylformamide → 2-(2-Propen-1-ylthio)pyrazine

HRID 2257523
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2257523
[CH2:1](O)[CH:2]=[CH2:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.BrN1C(=O)CCC1=O.CN(C)C=O.[SH:37][C:38]1[CH:43]=[N:42][CH:41]=[CH:40][N:39]=1>ClCCl.C(N(CC)CC)C.O>[CH2:1]([S:37][C:38]1[CH:43]=[N:42][CH:41]=[CH:40][N:39]=1)[CH:2]=[CH2:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 5

HCID 6228DimethylformamideHCID 7858Allyl AlcoholHCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 178527737HCID 178527737, Verbindung

Produkt 1

HCID 30258992-(2-Propen-1-ylthio)pyrazineAusbeute 44,2 %

Reagenzien, Katalysatoren, Lösungsmittel

3
HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

0.58 g of allyl alcohol was dissolved in 50 ml of dichloromethan and 2.89 g of triphenylphosphine and 1.96 g of N-bromosuccinimide were added thereto. The mixture was stirred at room temperature for 30 minutes, and 5 ml of dimethylformamide solution in which 1.0 g of 2-mercaptopyrazine and 1 ml of triethylamine were dissolved was added to the above solution. The resulting mixture was stirred at room temperature for 1 hour and poured into 100 ml of water. The organic layer was separated and concentrated to dryness. The residues were purified by silica gel chromatography using ethyl acetate:n-hexane=1:1 as an eluate to give 0.6 g of titled compound.

Aufarbeitung

  1. additionwas added to the above solution
  2. stirringThe resulting mixture was stirred at room temperature for 1 hour
  3. customThe organic layer was separated
  4. concentrationconcentrated to dryness
  5. customThe residues were purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-567a66f0b28244a88f5fb2b6b1881f56
Quelldatensatz
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05658913

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