Phenylglycine nitrile → 1H-Indazole-3-carbonitrile

HRID 549067

Reaktionsgleichung

Reaktionsgleichung von HRID 549067
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][C:5]#[N:6].[N:11]([O-])=O.[Na+]>Cl>[C:5]([C:4]1[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:1][N:11]=1)#[N:6]

Komponenten

4

Edukt 2

HCID 76307Phenylglycine nitrileHCID 23668193Sodium Nitrite

Produkt 1

HCID 4375561H-Indazole-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of o-aminobenzyl cyanide (0.5 g) in aqueous hydrochloric acid 1N (9.6 mL), was treated with a solution of aqueous sodium nitrite 1N (3.85 mL). After stirring at room temperature for 15 minutes, the reaction mixture was filtered. The solid was recrystallised from ethanol to give the title compound (0.4 g) as a yellow solid, m.p. 138-140° C. 1H NMR [(CD3)2SO]: δ 7.89 (d, 1H, J=7.7 Hz); 7.76 (d, 1H, J=7.9 Hz); 7.48 (t, 1H); 7.41 (t, 1H).

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. customThe solid was recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-99b2645688ee40448ec16adfb554ec7a
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943616B2

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