Hydrochloric Acid → 4-(6-Aminobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl ester

HRID 1783496Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1783496
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[S:18][C:19]3[CH:25]=[C:24]([N+:26]([O-])=O)[CH:23]=[CH:22][C:20]=3[N:21]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[Sn]Cl.Cl.[OH-].[Na+]>CCO.O>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[S:18][C:19]3[CH:25]=[C:24]([NH2:26])[CH:23]=[CH:22][C:20]=3[N:21]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 150278014-(6-Nitrobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl ester

Produkt 1

HCID 150278024-(6-Aminobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl esterAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 4-(6-nitrobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl ester (1.13 g, 2.84 mmol), SnCl2 (2.56 g, 11.3 mmol), and conc. HCl (0.35 mL, 4.25 mmol) in EtOH was heated at 70° C. overnight, diluted with water, neutralized with 1 N NaOH to pH 10, and extracted with CH2Cl2. The combined extracts were filtered through a pad of silica gel. The filtrate was concentrated in vacuo to provide the title compound (0.80 g, 77%), characterized by NMR and mass spectral analyses.

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. filtrationThe combined extracts were filtered through a pad of silica gel
  3. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2785adce26aa4f3cb36dcb4fb2aa1cc0
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07501421B2

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