2,5-Dimethylphenyl isocyanate → 4-cyano-N-(2,5-dimethylphenyl)piperidinecarboxamide

HRID 2096029Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2096029
[C:1]([CH:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)#[N:2].[CH3:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=1[N:17]=[C:18]=[O:19]>C(OCC)C>[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:18]([NH:17][C:11]2[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]=2[CH3:9])=[O:19])[CH2:5][CH2:4]1)#[N:2]

Komponenten

4

Edukt 2

HCID 986052,5-Dimethylphenyl isocyanateHCID 1382234-Cyanopiperidine

Produkt 1

HCID 672359094-cyano-N-(2,5-dimethylphenyl)piperidinecarboxamideAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of 4-cyanopiperidine (11.0 g, 100 mmol) in diethyl ether (350 mL) was cooled to 0° C. with an ice-water bath. A solution of 2,5-dimethylphenyl isocyanate (14.7 g, 100 mmol) in diethyl ether (50 mL) was added into the reaction mixture over 30 minutes to give a thick precipitate. The reaction mixture was warmed to room temperature, and the resulting solids were filtered, washed with diethyl ether and air-dried to give 25.3 g of the title compound as a white powder, melting at 187-190° C.

Aufarbeitung

  1. customto give a thick precipitate
  2. filtrationthe resulting solids were filtered
  3. washwashed with diethyl ether
  4. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-70d14c7ec1b34a17b90dcf3fb418a334
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08449898B2

Notizen zur Reaktion

Wird geladen…