Hydrazine hydrate (1:1) → 3-Cyanobenzohydrazide

HRID 273116

Reaktionsgleichung

Reaktionsgleichung von HRID 273116
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]#[N:11])[CH:5]=1.O.[NH2:14][NH2:15]>C(O)C>[C:10]([C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([NH:14][NH2:15])=[O:2])#[N:11]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 83554Benzoic acid, 3-cyano-, methyl ester

Produkt 1

HCID 219426583-CyanobenzohydrazideAusbeute 52,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-cyano-benzoic acid methyl ester (2 g, 12 mmol) and hydrazine monohydrate (0.60 mL, 12 mmol) in ethanol (10 mL) was stirred at room temperature overnight. The reaction mixture was concentrated and then the residue was triturated with diethyl ether to afford 3-cyano-benzoic acid hydrazide (1.02 g, 51%, pink solid). 1H NMR (DMSO) δ (ppm): 10.31 (s, 1H), 8.21 (m, 1H), 8.11 (m, 1H), 7.99 (m, 1H), 7.70 (m, 1H), 4.50 (s, 1H).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-da855c96036c4c68ad18d2cc8a681244
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456200B2

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