(E)-3-Dimethylamino-1-phenyl-propenone → HCID 86725497, Verbindung

HRID 514361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 514361
[NH:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][N:10]=1)[C:6]#[N:7])[NH2:2].CN(C)/[CH:13]=[CH:14]/[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O>C(O)C.CC(O)=O>[C:17]1([C:15]2[N:1]([C:3]3[CH:4]=[C:5]([CH:8]=[CH:9][N:10]=3)[C:6]#[N:7])[N:2]=[CH:13][CH:14]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 2

HCID 5398495(E)-3-Dimethylamino-1-phenyl-propenoneHCID 201187142-Hydrazinylpyridine-4-carbonitrile

Produkt 1

HCID 86725497HCID 86725497, VerbindungAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-hydrazinylisonicotinonitrile (100 mg, 0.75 mmol, 1.0 eq., PREPARATION 2) and (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one (132 mg, 0.75 mmol, 1.0 eq.) in ethanol (10 mL) was added 2-5 drops of AcOH. The reaction mixture was under reflux conditions for 12 h. After reaction completion, volatiles were removed under reduced pressure, and the resultant crude material was purified by flash column chromatography (20% EtOAc/hexane) to obtain the title compound as a yellow oil (150 mg, 81% yield). [M+H] Calc'd for C15H10N4, 247.09. Found 247.

Aufarbeitung

  1. customAfter reaction completion, volatiles
  2. customwere removed under reduced pressure
  3. customthe resultant crude material was purified by flash column chromatography (20% EtOAc/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-d87a3fedad8e4006888bcc9599d38f29
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09107916B2

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