Hydrochloric Acid → HCID 22724458, Verbindung

HRID 2086828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2086828
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:13][C:14]1[CH:15]=[C:16]([NH:20][C:21]2[C:26]([N+:27]([O-])=O)=[CH:25][CH:24]=[CH:23][N:22]=2)[CH:17]=[CH:18][CH:19]=1)=[O:12].Cl.C(=O)(O)[O-].[Na+]>C(O)C.[Fe]>[NH2:27][C:26]1[C:21]([NH:20][C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([NH:13][C:11]([C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:1]=3)=[O:12])[CH:15]=2)=[N:22][CH:23]=[CH:24][CH:25]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22724164HCID 22724164, Verbindung

Produkt 1

HCID 22724458HCID 22724458, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-[3-(2-naphthoylamino)phenylamino]-3-nitropyridine (948 mg), iron powder (0.55 g) and hydrochloric acid (35%, 2 ml) in ethanol (8 ml) was stirred at 80° C. for 30 minutes. Then the mixture was poured into aqueous sodium bicarbonate and extracted with ethyl acetate twice. The combined organic phase was washed with aqueous sodium bicarbonate and brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with isopropyl ether to give 3-amino-2-[3-(2-naphthoylamino)phenylamino]pyridine (682 mg).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-d034fe5fbd4349da87cc4a2c137a5a15
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06727245B2

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