Sodium Azide → HCID 178518972, Verbindung

HRID 260893Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260893
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]=[C:17]=[O:18].N([O-])=O.[Na+]>O.O1CCCC1>[CH:13]1[CH:12]=[C:11]([N:16]2[NH:7][N:6]=[N:5][C:17]2=[O:18])[C:10]([Cl:9])=[CH:15][CH:14]=1

Komponenten

7

Edukt 4

HCID 33557Sodium AzideHCID 76833Chlorophenyl isocyanateHCID 6451240Aluminum(III) ChlorideHCID 23668193Sodium Nitrite

Produkt 1

HCID 178518972HCID 178518972, VerbindungAusbeute 25,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Anhydrous aluminum chloride (1.5 g) was added to tetrahydrofuran (30 ml) with ice bath cooling and the resulting mixture was stirred for fifteen minutes. To the mixture was added sodium azide (0.65 g) and 2-chlorophenylisocyanate (1.53 g), followed by a sixteen hour-refluxing. After cooling, the reaction mixture was added with stirring to a mixture of sodium nitrite (1 g), water (200 ml) and ice (100 g) and the resulting mixture was worked up in the same way as in Comparative Synthesis Example 1 to obtain the desired 1-(2-chlorophenyl)-5(4H)-tetrazolinone (0.5 g) having a m.p. in the range of from 124.5° to 125.5° C. in a yield of 25% of theory.

Aufarbeitung

  1. temperaturecooling
  2. waitfollowed by a sixteen hour
  3. temperature-refluxing
  4. temperatureAfter cooling
  5. additionthe reaction mixture was added
  6. customthe resulting mixture was worked up in the same way as in Comparative Synthesis Example 1

Quellen und Nachweise

ORD-Eintrag
ord-689c11898bfd4c73a8f35e5c0e15b267
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05530135

Notizen zur Reaktion

Wird geladen…