Borate(1-), tetrafluoro-, nitryl (1:1) → HCID 57158477, Verbindung

HRID 1530871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1530871
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[N:3]=1.[B-](F)(F)(F)F.[N:22]([OH:24])=[O:23]>C(#N)C>[N+:22]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:9]=1[NH:8][C:4]1[N:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=1)[C:13]#[N:14])([O-:24])=[O:23]

Komponenten

4

Edukt 2

HCID 26296Borate(1-), tetrafluoro-, nitryl (1:1)HCID 111955954-((4-Chloropyrimidin-2-yl)amino)benzonitrile

Produkt 1

HCID 57158477HCID 57158477, VerbindungAusbeute 129,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile (0.005 mol) and nitryl tetrafluoroborate (0.0025 mol) in acetonitrile (5 ml) was stirred at room temperature for 4 h. The material was quenched with saturated bicarbonate (50 ml) on cracked ice. The mixture was allowed to reach room temperature, and the yellow solid was filtered off. The solid was adsorbed onto silica and purified by column chromatography (eluent: 30%, 50%, 60%, 70% CH2Cl2 in hexanes). The solvent of the desired fraction was evaporated and the residue was dried, yielding 0.89 g (64%) of 3-nitro-4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile.(interrn. 51)

Aufarbeitung

  1. customThe material was quenched with saturated bicarbonate (50 ml)
  2. customto reach room temperature
  3. filtrationthe yellow solid was filtered off
  4. custompurified by column chromatography (eluent: 30%, 50%, 60%, 70% CH2Cl2 in hexanes)
  5. customThe solvent of the desired fraction was evaporated
  6. customthe residue was dried

Quellen und Nachweise

ORD-Eintrag
ord-e5169abd57a34bebad3bd5f66d3d5b48
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06197779B1

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