Methylethanimidothioate hydroiodide → HCID 178465574, Verbindung

HRID 1246511

Reaktionsgleichung

Reaktionsgleichung von HRID 1246511
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([NH:26][C:27](=[O:29])[CH3:28])[S:13][C:14]=2[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.I.[C:31](SC)(=[NH:33])[CH3:32]>CO>[C:31]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([NH:26][C:27](=[O:29])[CH3:28])[S:13][C:14]=2[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)=[CH:6][CH:7]=1)(=[NH:33])[CH3:32]

Komponenten

4

Edukt 2

HCID 11680130Methylethanimidothioate hydroiodideHCID 21914845N-(4-[2-(4-aminophenyl)ethyl]-5-[4-(methylsulfonyl)benzyl]-1,3-thiazol-2-yl)acetamide

Produkt 1

HCID 178465574HCID 178465574, VerbindungAusbeute 46,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

N-{4-[2-(4-Aminophenyl)ethyl]-5-[4-(methylsulfonyl)benzyl]-1,3-thiazol-2-yl}acetamide (200 mg), methyl ethanimidothioate hydroiodide (202 mg) and MeOH (4 ml) were combined under N2 atmosphere. The reaction mixture was refluxed for 3 hours. After cooled to room temperature, the mixture was concentrated in vacuo. The residue was purified by preparative NH silica gel chromatography with CHCl3/MeOH (10:1) as an eluent. The amorphous substance was solidified with ethyl ether to give N-{4-{2-[4-(ethanimidoylamino)phenyl]ethyl}-5-[4-(methylsulfonyl)benzyl]-1,3-thiazol-2-yl}acetamide (102.4 mg) as a pale yellow amorphous solid.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe residue was purified by preparative NH silica gel chromatography with CHCl3/MeOH (10:1) as an eluent

Quellen und Nachweise

ORD-Eintrag
ord-c243f59e51b9466eb44a7b41959e5413
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125901B2

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