Diethylammonium chloride → N-(2,5-dimethylphenyl)-4-thiocarbamoylpiperidine-carboxamide

HRID 2096030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2096030
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([NH:11][C:12]2[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=2[CH3:19])=[O:10])[CH2:5][CH2:4]1)#[N:2].O.[SH-:21].[Na+].Cl.C(NCC)C>CN(C)C=O>[CH3:19][C:13]1[CH:14]=[CH:15][C:16]([CH3:18])=[CH:17][C:12]=1[NH:11][C:9]([N:6]1[CH2:7][CH2:8][CH:3]([C:1](=[S:21])[NH2:2])[CH2:4][CH2:5]1)=[O:10]

Komponenten

5

Edukt 3

HCID 10197650Diethylammonium chlorideHCID 16211346Sodium hydrosulfide hydrateHCID 672359094-cyano-N-(2,5-dimethylphenyl)piperidinecarboxamide2×

Produkt 1

HCID 86645615N-(2,5-dimethylphenyl)-4-thiocarbamoylpiperidine-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4-cyano-N-(2,5-dimethylphenyl)piperidinecarboxamide (i.e. the product of Example 14, Step A) (12.75 g, 49.6 mmol), sodium hydrosulfide hydrate (11.1 g, 150 mmol) and diethylamine hydrochloride (10.9 g, 100 mmol) in N,N-dimethylformamide (50 mL) was stirred at room temperature for 3 days. The resulting thick, green suspension was added dropwise into ice water (600 mL). The resulting solid was filtered, washed with water and air-dried to give 12.5 g of the title compound as a tan solid decomposing at 155-156° C.

Aufarbeitung

  1. filtrationThe resulting solid was filtered
  2. washwashed with water
  3. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-14e0bd3478e44122aad23d06413aeead
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08449898B2

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