Methyl iodide → Methyl 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodide

HRID 570940

Reaktionsgleichung

Reaktionsgleichung von HRID 570940
[CH3:1][N:2]1[C:7](=[O:8])[N:6]2[CH:9]=[N:10][C:11]([C:12](=[S:14])[NH2:13])=[C:5]2[N:4]=[N:3]1.[CH3:15][I:16]>C(#N)C>[IH:16].[CH3:1][N:2]1[C:7](=[O:8])[N:6]2[CH:9]=[N:10][C:11]([C:12]([S:14][CH3:15])=[NH:13])=[C:5]2[N:4]=[N:3]1

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 33528803-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide

Produkt 1

HCID 66831606Methyl 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodideAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide (2.75 g, 13.1 mmol) and methyl iodide (8.2 mL, 131 mmol) in acetonitrile (900 mL) was stirred at room temperature for 3 days. The mixture was concentrated under vacuum and the solid was suspended in diethyl ether. The precipitate was filtered and washed with diethyl ether to give the pure title compound as an orange solid (4.03 g, 88% yield). δH (DMSO-d6): 11.6 (1H, bs), 9.18 (1H, s) 3.94 (3H, s), 2.82 (3H, s).

Aufarbeitung

  1. concentrationThe mixture was concentrated under vacuum
  2. filtrationThe precipitate was filtered
  3. washwashed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f5e14e63d54e413c89dae841aa3c9064
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09024018B2

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