2-Thiophenecarboxylic acid, 3-(isocyanatosulfonyl)-, methyl ester → Methyl 3-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate

HRID 256266

Reaktionsgleichung

Reaktionsgleichung von HRID 256266
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[CH3:11][O:12][C:13]([C:15]1[S:16][CH:17]=[CH:18][C:19]=1[S:20]([N:23]=[C:24]=[O:25])(=[O:22])=[O:21])=[O:14]>C(#N)C>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([CH3:10])[N:3]=[C:2]([NH:1][C:24]([NH:23][S:20]([C:19]2[CH:18]=[CH:17][S:16][C:15]=2[C:13]([O:12][CH3:11])=[O:14])(=[O:21])=[O:22])=[O:25])[N:7]=1

Komponenten

4

Edukt 2

HCID 1572962-Thiophenecarboxylic acid, 3-(isocyanatosulfonyl)-, methyl esterHCID 5872364-Methoxy-6-methylpyrimidin-2-amine

Produkt 1

HCID 13390184Methyl 3-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To 1.4 g of 2-amino-4-methoxy-6-methylpyrimidine in 30 ml of anhydrous acetonitrile was added at ambient temperature, with stirring 3.6 g of 2-methoxycarbonyl-3-thiophenesulfonylisocyanate. The mixture was heated to the boiling point and then allowed to cool to ambient temperature. After stirring for sixteen hours the precipitate present in the mixture was filtered off and washed with anhydrous ethyl ether. The product thus obtained which melted at 165°-173° showed absorption peaks by infrared spectroscopy at 1720 and 1700 cm-1, consistent for the carbonyl groups in the desired product.

Aufarbeitung

  1. temperatureThe mixture was heated to the boiling point
  2. filtrationwas filtered off
  3. washwashed with anhydrous ethyl ether
  4. customThe product thus obtained which melted at 165°-173°
  5. customabsorption peaks by infrared spectroscopy at 1720 and 1700 cm-1

Quellen und Nachweise

ORD-Eintrag
ord-71fdcd695fb245e8be245884ebf3a9da
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04701535

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