Hydrazinecarboxylic acid, ethyl ester → N'-(2-Cyclopropylethylidene)hydrazinecarboxylic acid ethyl ester

HRID 30981

Reaktionsgleichung

Reaktionsgleichung von HRID 30981
[CH:1]1([CH2:4][CH:5]=O)[CH2:3][CH2:2]1.[C:7]([O:11][CH2:12][CH3:13])(=[O:10])[NH:8][NH2:9]>CCO>[CH2:12]([O:11][C:7]([NH:8][N:9]=[CH:5][CH2:4][CH:1]1[CH2:2][CH2:3]1)=[O:10])[CH3:13]

Komponenten

4

Edukt 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 103078492-Cyclopropylacetaldehyde

Produkt 1

HCID 69310105N'-(2-Cyclopropylethylidene)hydrazinecarboxylic acid ethyl esterAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The solution of 2-cyclopropylethanal was diluted with 50 mL EtOH. Ethyl carbazate (5.14 g, 49.3 mmol) was added and the solution stirred at room temperature for 12 h, upon which it was concentrated in vacuo and the crude material was purified by flash column chromatography (0-5% MeOH in CH2Cl2) to give 7.1 g (85%) of the hydrazone (4a) as a colorless crystalline solid. 1H-NMR (400 MHz, CDCl3): 8.21 (br s, 1H); 7.21 (s, 1H); 4.23 (m, 2H); 2.17 (t, 3H, J=5.9 Hz) 1.06 (m, 2H); 0.80 (m, 1H); 0.1 (d, 2H); 0.48 (m, 2H); 0.13 (m, 2H) ppm.

Aufarbeitung

  1. concentrationwas concentrated in vacuo
  2. customthe crude material was purified by flash column chromatography (0-5% MeOH in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-4b3a774da7f34e66bb4f679f126c9102
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425552B2

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