Methylethanimidothioate hydroiodide → HCID 178465573, Verbindung

HRID 2117853Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2117853
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([NH:15][C:16](=[O:18])[CH3:17])[S:13][CH:14]=2)=[CH:4][CH:3]=1.I.[C:20](SC)(=[NH:22])[CH3:21]>CO>[C:20]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([NH:15][C:16](=[O:18])[CH3:17])[S:13][CH:14]=2)=[CH:4][CH:3]=1)(=[NH:22])[CH3:21]

Komponenten

4

Edukt 2

HCID 11680130Methylethanimidothioate hydroiodideHCID 21914814N-{4-[2-(4-aminophenyl)ethyl]thiazol-2-yl}acetamide

Produkt 1

HCID 178465573HCID 178465573, VerbindungAusbeute 142,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

N-(4-(2-(4-Aminophenyl)ethyl)-1,3-thiazol-2-yl)acetamide (100 mg) prepared in a similar manner according to Step 6 of Production Example 1, methyl ethanimidothioate hydriodide (166 mg) and methanol (3 ml) were combined, and refluxed for 1.5 hours. After cooled to room temperature, the mixture was concentrated in vacuo. The residue was purified by flash column chromatography over NH silica gel with chloroform/methanol (20:1→10:1) as an eluent to give N-(4-{2-[4-(ethanimidoylamino)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide (165 mg) as a pale yellow amorphous substance.

Aufarbeitung

  1. temperaturerefluxed for 1.5 hours
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe residue was purified by flash column chromatography over NH silica gel with chloroform/methanol (20:1→10:1) as an eluent

Quellen und Nachweise

ORD-Eintrag
ord-84a707cce56446ef8f40fc6a4009eccf
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07442715B2

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