Nitric Acid → 2-nitro-6,7-dihydrobenzo[b]thiophen-4(5H)-one

HRID 590511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 590511
[S:1]1[CH:5]=[CH:4][C:3]2[C:6](=[O:10])[CH2:7][CH2:8][CH2:9][C:2]1=2.[N+:11]([O-])([OH:13])=[O:12]>S(=O)(=O)(O)O>[N+:11]([C:5]1[S:1][C:2]2[CH2:9][CH2:8][CH2:7][C:6](=[O:10])[C:3]=2[CH:4]=1)([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 834184,5,6,7-Tetrahydro-4-oxothionaphthene

Produkt 1

HCID 7628782-nitro-6,7-dihydrobenzo[b]thiophen-4(5H)-oneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

6,7-Dihydrobenzo[b]thiophen-4(5H)-one (5 g, 32.9 mmol) was dissolved in concentrated sulphuric acid (30 mL) and cooled to 0° C. in an ice/salt bath. Concentrated nitric acid (3.5 mL) in concentrated sulphuric acid (20 mL) was added drop-wise keeping the temperature of the reaction below 0° C. The reaction mixture was stirred at 0-5° C. for 1 hr. The solution was poured onto ice and the resulting solid filtered, washed with water and dried in a vacuum oven, affording the title compound (5.68 g, 88%).

Aufarbeitung

  1. customthe temperature of the reaction below 0° C
  2. additionThe solution was poured onto ice
  3. filtrationthe resulting solid filtered
  4. washwashed with water
  5. customdried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-6fc7873fef5b46f185c90ef1d6a6da18
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09233982B2

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