Sodium Hydroxide → 7-Methylbenzo[d]thiazol-5-amine

HRID 380619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 380619
Cl[Sn]Cl.[CH3:4][C:5]1[C:13]2[S:12][CH:11]=[N:10][C:9]=2[CH:8]=[C:7]([N+:14]([O-])=O)[CH:6]=1.[OH-].[Na+]>Cl>[CH3:4][C:5]1[C:13]2[S:12][CH:11]=[N:10][C:9]=2[CH:8]=[C:7]([NH2:14])[CH:6]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 227280277-Methyl-5-nitro-1,3-benzothiazole

Produkt 1

HCID 227280287-Methylbenzo[d]thiazol-5-amineAusbeute 570,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of SnCl2 (1.5 g, 1.9 mmol) in 5.0 mL of HCl was added 7-methyl-5-nitrobenzothiazole (65 m g, 0.32 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 (0.30 g, >95%) which was identified as the desired amine (>95% pure) and subjected to the 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-a454d4c7df0d48e49fc1980f903ed590
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303643B1

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