Stannous chloride dihydrate → HCID 21956071, Verbindung

HRID 505435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 505435
[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-fbd17e0aa7cf4f269e57bb73d953a2a5
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781453B2

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