Methyl iodide → 6-Bromo-2-methylsulfanyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one

HRID 1262278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1262278
[Br:1][C:2]1[CH:3]=[C:4]2[N:9]([CH:10]=1)[NH:8][C:7](=[S:11])[NH:6][C:5]2=[O:12].[CH3:13]I>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]2[N:9]([CH:10]=1)[N:8]=[C:7]([S:11][CH3:13])[NH:6][C:5]2=[O:12]

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 574161296-Bromo-2-sulfanylidene-2,3-dihydropyrrolo[2,1-f][1,2,4]triazin-4(1H)-one

Produkt 1

HCID 1363603016-Bromo-2-methylsulfanyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

Into a round bottom flask, 6-Bromo-2-thioxo-2,3-dihydro-1H-pyrrolo[2,1-f][1,2,4]triazin-4-one (11.20 g, 0.04551 mol), Tetrahydrofuran (200 mL) and Methyl iodide (6.517 mL, 0.1047 mol) were added, respectively. The reaction was stirred at 45° C. for one hour. The solid was filtered. The solvent was removed under vacuum to give a solid. The combined solid was partitioned with water (500 mL) and saturated NaHCO3 (500 mL). The mixture was stirred for 30 minutes. The solid was filtered and washed with water to give 6-Bromo-2-methylsulfanyl-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one as a white solid (5.80, 49%).

Aufarbeitung

  1. filtrationThe solid was filtered
  2. customThe solvent was removed under vacuum
  3. customto give a solid
  4. customThe combined solid was partitioned with water (500 mL) and saturated NaHCO3 (500 mL)
  5. stirringThe mixture was stirred for 30 minutes
  6. filtrationThe solid was filtered
  7. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-c784874467094115b86f8cc95e451658
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08471005B2

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