Hydrochloric Acid → 1-((2-chlorothiazol-5-yl)methyl)-9-nitro-2,3,5,6,7,8-hexahydro-1H-5,8-epoxyimidazo[1,2-a]azepine

HRID 1043521

Reaktionsgleichung

Reaktionsgleichung von HRID 1043521
[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]2[CH2:12][CH2:11][NH:10][C:9]2=[CH:13][N+:14]([O-:16])=[O:15])=[CH:5][N:6]=1.[CH:17](=[O:22])[CH2:18][CH2:19][CH:20]=O.Cl>C(#N)C>[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]2[C:9]3=[C:13]([N+:14]([O-:16])=[O:15])[CH:20]4[O:22][CH:17]([N:10]3[CH2:11][CH2:12]2)[CH2:18][CH2:19]4)=[CH:5][N:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 12524ButanedialHCID 1845972-Chloro-5-((2-(nitromethylene)-1-imidazolidinyl)methyl)thiazole

Produkt 1

HCID 584962571-((2-chlorothiazol-5-yl)methyl)-9-nitro-2,3,5,6,7,8-hexahydro-1H-5,8-epoxyimidazo[1,2-a]azepineAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a 50 ml round bottom flask was added 1.30 g (0.005 mol) 1-((2-chlorothiazol-5-yl)methyl)-2-(nitromethylene)imidazolidine, 30 ml dry acetonitrile, 0.860 g (0.01 mol) succinaldehyde and catalytic concentrated HCl. The reaction was stirred at r.t. and monitored by TLC. After completion, the mixture was evaporated to remove solvent and purified by column chromatography to afford final product as faint yellow powder with 63% yield.

Aufarbeitung

  1. customAfter completion, the mixture was evaporated
  2. customto remove solvent
  3. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3aacaae674ad447083b75dfccc4eb126
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563546B2

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