Stannous chloride dihydrate → 1-(4,5-Diamino-2-chloro-phenyl)-pyrrolidine-3-carbonitrile

HRID 1258662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258662
O.O.[Sn](Cl)Cl.[NH2:6][C:7]1[C:8]([N+:21]([O-])=O)=[CH:9][C:10]([Cl:20])=[C:11]([N:13]2[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14]2)[CH:12]=1>CCOC(C)=O.O.N>[NH2:21][C:8]1[C:7]([NH2:6])=[CH:12][C:11]([N:13]2[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14]2)=[C:10]([Cl:20])[CH:9]=1

Komponenten

6

Edukt 2

HCID 61436Stannous chloride dihydrateHCID 679578281-(5-Amino-2-chloro-4-nitro-phenyl)-pyrrolidine-3-carbonitrile

Produkt 1

HCID 679576781-(4,5-Diamino-2-chloro-phenyl)-pyrrolidine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 222AmmoniaLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

Tin dichloride dihydrate (410 mg, 1.8 mmol) was added to 1-(5-amino-2-chloro-4-nitro-phenyl)-pyrrolidine-3-carbonitrile (100 mg, 0.4 mmol) in EtOAc (5 mL). The reaction mixture was stirred at reflux for 1.5 h, cooled, diluted with EtOAc and water and basified with conc. ammonia. The mixture was filtered through a pad of celite. The organic layer was dried over Na2SO4 and concentrated to give the sub-title compound.

Aufarbeitung

  1. temperatureat reflux for 1.5 h
  2. temperaturecooled
  3. filtrationThe mixture was filtered through a pad of celite
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1f408d0685384336be2e90c87855920d
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466186B2

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