Semicarbazide hydrochloride → [(Aminocarbonyl)hydrazono](phenyl)acetaldehyde

HRID 2245929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2245929
C(O[CH:4]([O:13]CC)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O)C.Cl.[NH2:17][NH:18][C:19]([NH2:21])=[O:20]>C(O)C.O>[NH2:21][C:19]([NH:18][N:17]=[C:5]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH:4]=[O:13])=[O:20]

Komponenten

4

Edukt 2

HCID 11236Semicarbazide hydrochlorideHCID 225552,2-Diethoxyacetophenone

Produkt 1

HCID 54444391[(Aminocarbonyl)hydrazono](phenyl)acetaldehydeAusbeute 59,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19096565Water ethanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 2,2-diethoxy-1-phenylethanone (6.25 g, 0.0300 mol) and semicarbazide hydrochloride (3.34 g, 0.0300 mol) in ethanol-water (1:1 v/v, 50 mL) was heated at 120° C. for 3 h. The mixture was concentrated under reduced pressure. The residue was treated with methanol, filtered, and washed with methanol to give the desired product (3.40 g, 59.3%). Analytical LCMS: (M+H)+=192.1. 1H-NMR (400 MHz, DMSO-D6): δ 11.03 (s, 1H), 7.97-8.01 (m, 2H), 7.61-7.67 (m, 1H), 7.50-7.56 (m, 2H), 7.34 (b, 1H), 6.54 (b, 2H).

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionThe residue was treated with methanol
  3. filtrationfiltered
  4. washwashed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-e899f4ad0a5a4d2e818c6d728bc2101b
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07683060B2

Notizen zur Reaktion

Wird geladen…