Hydrochloric Acid → HCID 178441131, Verbindung

HRID 2254875Notizen

Reaktionsgleichung

[C:1]([C:5]1[CH:6]=[C:7]([CH:17]=[C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:19]=1[OH:20])[NH:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13])([CH3:4])([CH3:3])[CH3:2].[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+].[Cl-].[Li+].Cl>CN(C)C=O>[C:1]([C:5]1[CH:6]=[C:7]([CH:17]=[C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:19]=1[OH:20])[NH:8][C:9]1[CH:10]=[C:11]([C:12]2[NH:27][N:26]=[N:25][N:13]=2)[CH:14]=[CH:15][CH:16]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

Eight g (0.025 mole) of 3-(3,5-di-t-butyl-4-hydroxyanilino)benzonitrile (from Example 27), 4.9 g (0.075 mole) of sodium azide, 4.0 g (0.075 mole) of ammonium chloride, 1.06 g (0.025 mole) of lithium chloride and 60 ml of N,N-dimethylformamide were combined under a nitrogen atmosphere and heated at 110° C. for 48 hours. The reaction mixture was poured into cold 6N hydrochloric acid and a gummy solid precipitated out. The supernatant was decanted off and the residue dissolved in ethanol. The ethanol solution was diluted with water and a pink solid was collected. This material was recrystallized from a mixture of ethanol and water to give 5.97 g of 5-[3-(3,5-di-t-butyl-4-hydroxyanilino)phenyl]tetrazole, m.p. 231°-233° C. Analysis: Calculated for C21H27N5O: %C, 69.0; %H, 7.4; %N, 19.2; Found: %C, 68.4; %H, 7.6; %N, 8.8.

Aufarbeitung

customa gummy solid precipitated out
customThe supernatant was decanted off
dissolutionthe residue dissolved in ethanol
additionThe ethanol solution was diluted with water
customa pink solid was collected
customThis material was recrystallized from a mixture of ethanol and water

Quellen und Nachweise

ORD-Eintrag: ord-89163552e96e43dab20a733fe628049c
Quelldatensatz: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05237070

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