Potassium Phosphate, Tribasic → 6-oxo-5H-phenanthridine-2-carbonitrile

HRID 1811421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1811421
C(O[C:4](=[O:22])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1B1OC(C)(C)CCCCCO1)C.I[C:24]1[CH:30]=[C:29]([C:31]#[N:32])[CH:28]=[CH:27][C:25]=1[NH2:26].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O1CCOCC1>[O:22]=[C:4]1[C:5]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:27]2[CH:28]=[C:29]([C:31]#[N:32])[CH:30]=[CH:24][C:25]=2[NH:26]1

Komponenten

6

Edukt 3

HCID 62657Potassium Phosphate, TribasicHCID 44163954-Amino-3-iodobenzonitrileHCID 684587052-(4,4-Dimethyl-[1,3,2]dioxaboronan-2-yl)-benzoic acid ethyl ester

Produkt 1

HCID 167280326-oxo-5H-phenanthridine-2-carbonitrileAusbeute 120,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-(4,4-Dimethyl-[1,3,2]dioxaboronan-2-yl)-benzoic acid ethyl ester (19.84 g), 2-iodo-4-cyanoaniline (18.47 g), tetrakis(triphenylphosphine)palladium (8.75 g) and potassium phosphate (35.36 g) were added to dioxane (360 ml), and the resulting mixture was heated under reflux overnight. The reaction solvent was cooled, and the produced solid was collected by filtration, washed with water and dried to thereby obtain 17.3 g (yield: quantitative) of the title compound as a yellow solid.

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux overnight
  3. temperatureThe reaction solvent was cooled
  4. filtrationthe produced solid was collected by filtration
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8aafec6572174824845b6754e4e48cb5
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362252B2

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