Sodium Methoxide → HCID 178489618, Verbindung

HRID 433889

Reaktionsgleichung

Reaktionsgleichung von HRID 433889
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[O:5][CH:6]([C:11]([O:13]C)=O)[C:7]([O:9]C)=O.C[O-].[Na+].Cl.[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29](=[NH:31])[NH2:30])[N:24]=1>CO>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[O:5][C:6]1[C:7]([OH:9])=[N:30][C:29]([C:25]2[N:24]=[N:23][CH:28]=[CH:27][CH:26]=2)=[N:31][C:11]=1[OH:13]

Komponenten

5

Edukt 3

HCID 10942334Sodium MethoxideHCID 12967085Dimethyl 2-(2-methoxyphenoxy)malonateHCID 18756080Pyridazine-3-carboximidamide hydrochloride

Produkt 1

HCID 178489618HCID 178489618, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel3×

Versuchsvorschrift

Dimethyl 2-(2-methoxyphenoxy)malonate (3.05 g, 12.6 mmol) (Ref. Canadian Patent Application No. CA2071193A, 1992) in methanol (15 ml) was added over 5 minutes to a stirred, 25% w/v solution of sodium methoxide in methanol (8.58 ml, 37.8 mmol of sodium methoxide) at room temperature. The resulting mixture was stirred for 10 minutes and then a solution of 3-pyridazinecarboximidamide hydrochloride (2.0 g, 12.6 mmol) in methanol (15 ml) was added dropwise over 5 minutes and the resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum and then diluted with water (100 ml). The aqueous solution was acidified to pH 4 with sulfuric acid (20%), resulting in the formation of the title compound as a purple solid, which was isolated by filtration (1.4 g).

Aufarbeitung

  1. customat room temperature
  2. stirringthe resulting mixture was stirred at room temperature overnight
  3. concentrationThe reaction mixture was concentrated under vacuum
  4. additiondiluted with water (100 ml)

Quellen und Nachweise

ORD-Eintrag
ord-5ae723d3be3a4c6f8eaf110aa2f6e70d
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670362B2

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