Benzoyl isothiocyanate → HCID 86631119, Verbindung

HRID 912668Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912668
Cl.Cl.[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH:12]([NH2:14])[CH3:13].CCN(C(C)C)C(C)C.C([N:32]=[C:33]=[S:34])(=O)C1C=CC=CC=1>C(Cl)Cl>[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH:12]([NH:14][C:33]([NH2:32])=[S:34])[CH3:13]

Komponenten

5

Edukt 3

HCID 68284Benzoyl isothiocyanateHCID 81531DiisopropylethylamineHCID 173254751-(1H-Benzoimidazol-2-yl)-ethylamine

Produkt 1

HCID 86631119HCID 86631119, VerbindungAusbeute 71,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 1-(1H-Benzoimidazol-2-yl)-ethylamine dihydrochloride (0.50 g, 2.1 mmol) in CH2Cl2 (10 mL) was added DIPEA (0.74 mL, 4.3 mmol). After 5 minutes benzoyl isothiocyanate (0.32 mL, 2.4 mmol) was added and the reaction mixture was stirred for 2.5 h, followed by evaporation in vacuo. Ammonia (7M in MeOH, 20 mL) was then added and the reaction was stirred another 2.5 h. The excess ammonia was removed in vacuo and CH2Cl2 (10 mL) was added, the solid was collected by filtration giving the title compound (0.33 g, 70%). MS (ESI) m/z 221 (M+1).

Aufarbeitung

  1. customfollowed by evaporation in vacuo
  2. additionAmmonia (7M in MeOH, 20 mL) was then added
  3. stirringthe reaction was stirred another 2.5 h
  4. customThe excess ammonia was removed in vacuo and CH2Cl2 (10 mL)
  5. additionwas added
  6. filtrationthe solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-c27561dbf53a493c8a030b4e6d96b91c
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026244B2

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