Hydrochloric Acid → N2-(3-Chlorophenyl)-2,3-pyridinediamine

HRID 2230957Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2230957
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl.C(=O)(O)[O-].[Na+]>C(O)C.[Fe]>[NH2:15][C:14]1[C:9]([NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[N:10][CH:11]=[CH:12][CH:13]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 12588336HCID 12588336, Verbindung

Produkt 1

HCID 12588337N2-(3-Chlorophenyl)-2,3-pyridinediamineAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(3-chlorophenylamino)-3-nitropyridine (394 mg), hydrochloric acid (35% 1.3 ml) and iron powder (0.44 g) in ethanol (5 ml) was refluxed for 15 minutes. The mixture was poured into aqueous sodium bicarbonate solution and extracted with ethyl acetate twice. The combined organic solution was washed with aqueous sodium bicarbonate solution and brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with isopropyl ether to give 3-amino-2-(3-chlorophenylamino)pyridine (281 mg).

Aufarbeitung

  1. temperaturewas refluxed for 15 minutes
  2. extractionextracted with ethyl acetate twice
  3. washThe combined organic solution was washed with aqueous sodium bicarbonate solution and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe resultant solid was collected
  7. washwashed with isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ceebdfd448bd4653ac128c237d1e98c6
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06426345B1

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