2-Amino-3-(trifluoromethyl)benzonitrile → 3-Amino-6-(trifluoromethyl)-1H-indazole

HRID 1283705

Reaktionsgleichung

Reaktionsgleichung von HRID 1283705
[C:1]([C:3]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:4]=1[NH2:5])#[N:2].[N:14]([O-])=O.[Na+]>Cl>[NH2:2][C:1]1[C:3]2[C:4](=[CH:6][C:7]([C:10]([F:11])([F:12])[F:13])=[CH:8][CH:9]=2)[NH:5][N:14]=1

Komponenten

4

Edukt 2

HCID 134390282-Amino-3-(trifluoromethyl)benzonitrileHCID 23668193Sodium Nitrite

Produkt 1

HCID 8179093-Amino-6-(trifluoromethyl)-1H-indazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel2×

Versuchsvorschrift

To a mixture of 18.6 g. of 2-cyano-5-trifluoromethylaniline and 120 ml. of concentrated hydrochloric acid is added dropwise 8.0 g. of sodium nitrite in aqueous solution. The resulting diazo solution is added dropwise to 152 g. of stannous chloride in concentrated hydrochloric acid at 0° C. After allowing the mixture to stand for several hours at 0° C., it is filtered. The solid is treated with boiling water and the solution is made alkaline. The precipitate is recrystallized from benzene to give 3-amino-6-trifluoromethylindazole, M.P. 168°-169° C.

Aufarbeitung

  1. additionTo a mixture of 18.6 g
  2. customat 0° C
  3. waitto stand for several hours at 0° C.
  4. filtrationit is filtered
  5. additionThe solid is treated with boiling water
  6. customThe precipitate is recrystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-826482f045394eba86ee79ed73efde15
Quelldatensatz
uspto-grants-1976_08
Patentnummer
USRE028939

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