2-Chloro-4,6-diphenyl-1,3,5-triazine → 2-Azido-4,6-diphenyl-s-triazine

HRID 372858

Reaktionsgleichung

Reaktionsgleichung von HRID 372858
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[N-:20]=[N+:21]=[N-:22].[Na+].[N-]=[N+]=[N-].[Li+]>C(#N)C>[N:20]([C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1)=[N+:21]=[N-:22]

Komponenten

5

Edukt 3

HCID 196982-Chloro-4,6-diphenyl-1,3,5-triazineHCID 33557Sodium AzideHCID 88163Lithium azide

Produkt 1

HCID 6236432-Azido-4,6-diphenyl-s-triazineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A suspension of 2-chloro-4,6-diphenyl-s-triazine (30 g, 0.112 mol), sodium azide (12.86 g, 0.199 mol) and lithium azide (1.24 g, 0.025 mol) in acetonitrile (550 ml) was stirred at room temperature for 11 days. After filtration, the filtrate on evaporation yielded 6.9 g of 2-azido-4,6-diphenyl-s-triazine, mp 115°-117° C. The residue on extraction with hot heptane, followed by crystallization from heptane, gave an additional 20 g quantity having a mp of 114°-116° C bringing the total yield of 2-azido-4,6-diphenyl-s-triazine to 26.9 g (88% yield). The melting point and infrared spectrum were identical with that of an authentic sample.

Aufarbeitung

  1. filtrationAfter filtration
  2. customthe filtrate on evaporation

Quellen und Nachweise

ORD-Eintrag
ord-df79ebdcc6664bc6bdcafcd3396ab76f
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04092466

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