Nitric Acid → Quintozene

HRID 1263034

Reaktionsgleichung

Reaktionsgleichung von HRID 1263034
[Cl:1][C:2]1[C:7](S)=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[N+:13]([O-])([OH:15])=[O:14].OS(O)(=O)=O.O=S(=O)=O.ClC1C(Cl)=C(Cl)C(Cl)=C(Cl)C=1Cl>>[C:7]1([N+:13]([O-:15])=[O:14])[C:2]([Cl:1])=[C:3]([Cl:12])[C:4]([Cl:11])=[C:5]([Cl:10])[C:6]=1[Cl:9]

Komponenten

5

Edukt 4

HCID 944Nitric AcidHCID 8370HexachlorobenzeneHCID 8620PentachlorothiophenolHCID 24681Fuming sulfuric acid

Produkt 1

HCID 6720QuintozeneAusbeute 85 %

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

Pentachlorothiophenol (10.0 g, 0.035 mol) was added to 60.0 g of 99% nitric acid over 20 min at 45°-50° C. followed by heating at reflux (55° C.) for 1.5 hr. At this point 20 mL of 30% by weight oleum was added at such a rate that the temperature was kept at 75° to 80° C. After the addition was complete (approximately 30 min.), the reaction mixture was cooled to room temperature. The product was collected by filtration, and thoroughly washed with water to give after drying in vacuo, 8.6 g (85% yield) of 99.7% PCNB with 0.17% hexachlorobenzene (GC assay). Variations on this one-pot, two-step process were examined and are summarized in TABLE I.

Aufarbeitung

  1. temperatureby heating
  2. customwas kept at 75° to 80° C
  3. additionAfter the addition
  4. custom(approximately 30 min.)
  5. temperaturethe reaction mixture was cooled to room temperature
  6. filtrationThe product was collected by filtration
  7. washthoroughly washed with water
  8. customto give

Quellen und Nachweise

ORD-Eintrag
ord-80eb63ed89bd417c963e55eb57eaa4a7
Quelldatensatz
uspto-grants-1984_06
Patentnummer
US04454362

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