Hydrochloric Acid → N,N-dimethyl-1H-pyrazole-1-carboxamidine hydrochloride

HRID 8926

Reaktionsgleichung

Reaktionsgleichung von HRID 8926
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[CH3:6][N:7]([CH3:10])[C:8]#[N:9].[ClH:11]>O1CCOCC1.CCOCC>[ClH:11].[CH3:6][N:7]([CH3:10])[C:8]([N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)=[NH:9]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 1048PyrazoleHCID 15112Dimethylcyanamide

Produkt 1

HCID 21984986N,N-dimethyl-1H-pyrazole-1-carboxamidine hydrochlorideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of pyrazole (1.01 g, 14.8 mmol) and dimethylcyanamide (1.20 mL, 14.8 mmol) in 1,4-dioxane (15 mL) was added HCl (4.0 N in 1,4-dioxane, 3.8 mL, 15.2 mmol) and the resultant mixture was heated to reflux for 3 hours. The reaction mixture was cooled to room temperature and diluted with dry ether (15 mL) to precipitate a yellow solid. The resultant precipitate was allowed to settle to the bottom of the flask (overnight) and the supernatant solution was decanted. The solid was dried under vacuum and provided the title compound (2.01 g, 78%). ES-MS m/z 139 (M+H).

Aufarbeitung

  1. temperatureto reflux for 3 hours
  2. customto precipitate a yellow solid
  3. custombottom of the flask (overnight)
  4. customthe supernatant solution was decanted
  5. customThe solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f311fc80c113400083d5a3966db9b7c5
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091217B2

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