Potassium thiocyanate → 4-(4-Benzamidobutyl)-5-methylimidazole-2-thione

HRID 261619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 261619
Cl.[NH2:2][CH:3]([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:4](=O)[CH3:5].[S-:20][C:21]#[N:22].[K+]>O>[C:12]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][C:3]1[C:4]([CH3:5])=[N:22][C:21](=[S:20])[N:2]=1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 516872Potassium thiocyanateHCID 203945683-Amino-7-benzamidoheptan-2-one hydrochloride

Produkt 1

HCID 203945574-(4-Benzamidobutyl)-5-methylimidazole-2-thioneAusbeute 25,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3-amino-7-benzamidoheptan-2-one hydrochloride (16.39 g, 0.0576 mol) and potassium thiocyanate (7.30 g, 0.0755 mol, excess) in water was heated under reflux for 20 hours. The aquesus phase was decanted off and the organic phase was washed with water, and recrystallised from acetonitrile to give 4-(4-benzamidobutyl)-5-methylimidazole-2-thione (4.18 g, 25%) m.p. 180°-184°.

Aufarbeitung

  1. temperatureunder reflux for 20 hours
  2. customThe aquesus phase was decanted off
  3. washthe organic phase was washed with water
  4. customrecrystallised from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-d1526fc277ce41089995dc0eceed56f5
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166184

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