Stannous chloride dihydrate → HCID 21956071, Verbindung

HRID 2250400Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2250400
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[CH:4][N:3]=1.O.O.Cl[Sn]Cl>C(O)C>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 61436Stannous chloride dihydrateHCID 219560765-(4-Fluorophenyl)-3-nitro-2-pyridinylamine

Produkt 1

HCID 21956071HCID 21956071, VerbindungAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2.59 g of 2-amino-5-(4-fluorophenyl)-3-nitro-pyridine (compound G1) in 36 ml ethanol is treated with 12.9 g of SnCl2.2H2O at 90° C. for 24 h under a nitrogen atmosphere. Thereafter, the solution is concentrated to dryness. The residue is dissolved in 600 ml H2O and adjusted to pH 8 using a 1.0 M solution of aqueous sodium hydroxide. Subsequently, the aqueous layer is extracted six times each with 50 ml of ethyl acetate. The combined organic phases are extracted once with 100 ml of brine, dried using magnesium sulfate, filtered with suction, and evaporated to dryness to yield 2.12 g of the pure title compound of m.p. 261° C. MS: 204.3 (MH+). TLC: Rf=0.50 (dichloromethane/methanol 5:1).

Aufarbeitung

  1. concentrationThereafter, the solution is concentrated to dryness
  2. dissolutionThe residue is dissolved in 600 ml H2O
  3. extractionSubsequently, the aqueous layer is extracted six times each with 50 ml of ethyl acetate
  4. extractionThe combined organic phases are extracted once with 100 ml of brine
  5. customdried
  6. filtrationfiltered with suction
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-f26fd3f9ae544996ba780a487e5d3463
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07317021B2

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