Phosphorus oxychloride → HCID 59312360, Verbindung

HRID 2077053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2077053
P(Cl)(Cl)([Cl:3])=O.[CH2:6]([N:13]1[CH2:19][CH2:18][C:17]2[C:20](=O)[NH:21][C:22]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=3)=[N:23][C:16]=2[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Cl-].C([N+](CC)(CC)CC)C.C(#N)CC>[CH2:6]([N:13]1[CH2:19][CH2:18][C:17]2[C:20]([Cl:3])=[N:21][C:22]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=3)=[N:23][C:16]=2[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

5

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 136058092HCID 136058092, Verbindung

Produkt 1

HCID 59312360HCID 59312360, VerbindungAusbeute 87,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5946Tetraethylammonium ChlorideKatalysatorHCID 7854PropionitrileLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Phosphoryl chloride (1.33 ml, 14.3 mmol) and tetra-ethyl ammonium chloride (472 mg, 2.85 mmol) were added to a solution of the product of Step A (361 mg, 0.95 mmol) in propionitrile (10 ml) and heated to 100° C. for 17 h. The reaction mixture was concentrated in vacuo then azeotroped with toluene then dichloromethane. The residue was partitioned between dichloromethane (30 ml) and water (20 ml), stirred for 30 min then the organic layer was separated, dried over magnesium sulphate and concentrated in vacuo to give the title compound as a foam in 87.7% yield, 332 mg.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthen azeotroped with toluene
  3. customThe residue was partitioned between dichloromethane (30 ml) and water (20 ml)
  4. customthe organic layer was separated
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e199dbeaa8ed49efb3200f3aec78b74f
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928099B2

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