Sodium Azide → 2-Azido-6,7-diethylnaphthalene-1,4-dione

HRID 437844Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 437844
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[C:6]1[C:7](=[O:21])[C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][C:11]([CH2:17][CH3:18])=[C:10]([CH2:19][CH3:20])[CH:9]=2>C(O)C>[N:1]([C:15]1[C:14](=[O:16])[C:13]2[C:8]([C:7](=[O:21])[CH:6]=1)=[CH:9][C:10]([CH2:19][CH3:20])=[C:11]([CH2:17][CH3:18])[CH:12]=2)=[N+:2]=[N-:3]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 123664012-Chloro-6,7-diethylnaphthalene-1,4-dione

Produkt 1

HCID 123664032-Azido-6,7-diethylnaphthalene-1,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

An aqueous solution of sodium azide (6.15 g; 0.095 mole) was added in one portion to a stirred, refluxing solution of 2-chloro-6,7-diethyl-1,4-naphthoquinone (18.0 g; 0.073 mole) in ethanol (180 ml) and the mixture refluxed for a further 2 mins. The red solution was cooled and the orange solid filtered off and washed with cold ethanol then water. After drying the product weighed 13.87 g (75%) and had m.p. 73°-76° C. (d). Recrystallisation from ethanol gave long orange needles of m.p. 74°-76° C. (d). (Found; C, 65.64; H, 5.27; N, 16.66; C14H13N3O2 requires; C, 65.87; H, 5.13; N, 16.46%).

Aufarbeitung

  1. temperaturethe mixture refluxed for a further 2 mins
  2. temperatureThe red solution was cooled
  3. filtrationthe orange solid filtered off
  4. washwashed with cold ethanol
  5. customAfter drying the product
  6. customRecrystallisation from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-69174967346f4eec89c3fce7164f2334
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032544

Notizen zur Reaktion

Wird geladen…