Hydrochloric Acid → 2-Amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile

HRID 1355682

Reaktionsgleichung

Reaktionsgleichung von HRID 1355682
[Na].[C:2]([C:4]([C:11]#[N:12])=[C:5]([NH:8][C:9]#[N:10])[S:6][CH3:7])#[N:3].[ClH:13]>C(OCC)C>[NH2:10][C:9]1[N:3]=[C:2]([Cl:13])[C:4]([C:11]#[N:12])=[C:5]([S:6][CH3:7])[N:8]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 187532732,2-Dicyano-1-methylsulfanyl-vinyl-cyanamide

Produkt 1

HCID 185072602-Amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

The compound of formula (56), the sodium salt of 2,2-dicyano-1-methylsulfanyl-vinyl-cyanamide, is reacted by addition to a large excess of anhydrous hydrogen chloride in an ethereal solvent, preferably diethyl ether, at 0° C. and the mixture is allowed to warm slowly to room temperature for over 1-36 hours, preferably 18 hours. The product of formula (57), 2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile, is isolated by conventional means, and preferably purified by means of recrystallisation or chromatography. Alternatively, the compound of formula (56), the sodium salt of 2,2-dicyano-1-methylsulfanyl-vinyl-cyanamide, is reacted with hydrogen bromide in a protic solvent, preferably acetic acid, at 5° C. and the mixture is allowed to warm slowly to room temperature for over 1-36 hours, preferably 1 hour. The product of formula (57), 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile, is isolated by conventional means, and preferably purified by means of recrystallisation or chromatography.

Aufarbeitung

  1. customat 0° C.

Quellen und Nachweise

ORD-Eintrag
ord-bac4f58810664699a82dab029178f9cc
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586441B2

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