Benzyl Isothiocyanate → 4-Benzyl-1-(thiophene-2-carbonyl)thiosemicarbazide

HRID 229757

Reaktionsgleichung

Reaktionsgleichung von HRID 229757
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][NH2:9])=[O:7].[CH2:10]([N:17]=[C:18]=[S:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[CH2:10]([NH:17][C:18]([NH:9][NH:8][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:7])=[S:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 2346Benzyl IsothiocyanateHCID 73098Thiophene-2-carbohydrazide

Produkt 1

HCID 52606884-Benzyl-1-(thiophene-2-carbonyl)thiosemicarbazideAusbeute 89,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a hot solution of 2-thiophencarboxylic acid hydrazide (5.0 g, 35 mmol) in acetonitrile (80 mL) was added neat benzyl isothiocyanate (4.7 mL, 35 mmol) via syringe. When the solvent started to boil, the reaction vessel was removed from the heat source and allowed to cool to room temperature. The resulting crystals were collected by vacuum filtration, washed with diethyl ether and air-dried to yield N-benzyl-2-(thien-2-ylcarbonyl)hydrazinecarbothioamide (9.11 g; 89%; (M+H)+−292.2).

Aufarbeitung

  1. customthe reaction vessel was removed from the heat source
  2. filtrationThe resulting crystals were collected by vacuum filtration
  3. washwashed with diethyl ether
  4. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-af782016dd43493eba98f290432a7005
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563905B2

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