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Hydrochloric Acid → HCID 178432276, Verbindung

HRID 513866
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 513866
[F:1][C:2]1[C:7]2[N:8]=[C:9]([CH3:11])[NH:10][C:6]=2[CH:5]=[C:4]([NH2:12])[CH:3]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[C:23](=[N:36]N)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>CN1CCOCC1>[C:23](=[N:36][NH:12][C:4]1[CH:3]=[C:2]([F:1])[C:7]2[NH:8][C:9]([CH3:11])=[N:10][C:6]=2[CH:5]=1)([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 79304DiphenylmethylidenehydrazineHCID 2733832Lithium hexamethyldisilazaneHCID 680053077-fluoro-2-methyl-3H-benzimidazol-5-yl amine

Produkt 1

HCID 178432276HCID 178432276, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7972
4-Methylmorpholine
Lösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In a separate reaction container, 7-fluoro-2-methyl-3H-benzimidazol-5-yl amine (100 mg, 0.44 mmol), lithium bis(trimethylsilyl) amide (190 mg, 1.1 mmol), and benzophenone hydrazone (94.3 mg, 0.48 mmol) were dissolved in N-methyl-morpholine (0.5 ml) under a nitrogen atmosphere. Then, the prepared solution containing the catalyst was added thereto. After deaeration, this was heated and stirred at 100° C. under a nitrogen atmosphere for two hours. The reaction mixture was cooled to room temperature, and then an aqueous solution of 6 M hydrochloric acid (0.5 ml) was added thereto. The organic layer was isolated, and concentrated under reduced pressure. Thus, crude N-benzhydrylidene-N′-(7-fluoro-2-methyl-1H-benzimidazol-5-yl)-hydrazine was obtained. The obtained crude product was used in subsequent reactions without being purified.

Aufarbeitung

  1. additionThen, the prepared solution containing the catalyst
  2. additionwas added
  3. temperatureAfter deaeration, this was heated
  4. temperatureThe reaction mixture was cooled to room temperature
  5. customThe organic layer was isolated
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-153fc8c3594f4a33b3ecfdba3608cf17
Quelldatensatz
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09102692B2

Notizen zur Reaktion

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