Hydrochloric Acid → 7-Ethyl-5-aminobenzothiazole

HRID 2300409Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2300409
Cl[Sn]Cl.Cl.[CH2:5]([C:7]1[C:15]2[S:14][CH:13]=[N:12][C:11]=2[CH:10]=[C:9]([N+:16]([O-])=O)[CH:8]=1)[CH3:6].[OH-].[Na+]>>[CH2:5]([C:7]1[C:15]2[S:14][CH:13]=[N:12][C:11]=2[CH:10]=[C:9]([NH2:16])[CH:8]=1)[CH3:6]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 227280367-Ethyl-5-nitro-1,3-benzothiazole

Produkt 1

HCID 227280297-Ethyl-5-aminobenzothiazoleAusbeute 98,4 %

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of SnCl2 (1.5 g, 1.9 mmol) and 5.0 mL of HCl was added 7-ethyl-5-nitrobenzothiazole (0.12 g, 0.57 mmol) in a portion and resulting reaction mixture was stirred for 1 h at 25° C. The reaction mixture was basified with aqueous NaOH and extracted with EtOAc and CHCl3. Combined organic layers were dried over Na2SO4 and concentrated in vacuo, yielding an oil (0.10 g, >95%) which was identified as the desired amine (>95% pure) and subjected to a following reaction without further purification.

Aufarbeitung

  1. customresulting
  2. customreaction mixture
  3. extractionextracted with EtOAc and CHCl3
  4. dry with materialCombined organic layers were dried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-df92112c23954233a9d0853159e90a55
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06498177B2

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