Ammonium Chloride → HCID 58541950, Verbindung

HRID 1966732Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1966732
[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:7]([C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]#[N:12])=[N:8][C:4]=2[CH:3]=1.[N-:23]=[N+:24]=[N-:25].[Na+].[NH4+].[Cl-]>CN(C=O)C.CCOC(C)=O.O>[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C:17]([CH3:18])([CH3:19])[CH3:20])[C:7]([C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]3[N:23]=[N:24][NH:25][N:12]=3)=[N:8][C:4]=2[CH:3]=1

Komponenten

6

Edukt 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 58542011HCID 58542011, Verbindung

Produkt 1

HCID 58541950HCID 58541950, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 22728543Water ethylacetateLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To a round bottom flask is added 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-benzonitrile (200 mg, 0.565 mmol) in DMF (3 mL), follow by the addition of NaN3 (48 mmol, 0.738 mmol) and NH4Cl (39 mg, 0.729 mmol). The reaction mixture is stirred at 110° C. for 48 hours. The reaction mixture is diluted with EtOAc/water. The organic layer is separated, washed with water then brine, dried with Na2SO4, filtered and concentrated to afford 5-bromo-1-tert-butyl-2-[2-(2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (190 mg, 85%) as a solid product. LCMS (ESMS): m/z 397.49, 399.40 (M++1)

Aufarbeitung

  1. customThe organic layer is separated
  2. washwashed with water
  3. dry with materialbrine, dried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-059443a57bfa40d4abb38bf2edfe1a4d
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08420655B2

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