Iodoethane → Ethyl-7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylate

HRID 224350Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 224350
[Na].[CH3:2][O:3][C:4]1[CH:20]=[CH:19][C:7]2[N:8]3[C:14](=[O:15])[N:13]=[CH:12][C:11]([C:16]([OH:18])=[O:17])=[C:9]3[S:10][C:6]=2[CH:5]=1.O=P(N(C)C)(N(C)C)N(C)C.[CH2:32](I)[CH3:33]>O>[CH2:32]([O:17][C:16]([C:11]1[CH:12]=[N:13][C:14](=[O:15])[N:8]2[C:7]3[CH:19]=[CH:20][C:4]([O:3][CH3:2])=[CH:5][C:6]=3[S:10][C:9]=12)=[O:18])[CH3:33]

Komponenten

6

Edukt 4

HCID 6340IodoethaneHCID 12679HexamethylphosphoramideHCID 5360545SodiumHCID 233327897-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid

Produkt 1

HCID 23332809Ethyl-7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

20 g. of the sodium salt of 7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid prepared according to Example 1C are slurried in 200 ml. hexametapol and mixed at ambient temperature with 23.45 g. ethyl iodide. The reaction mixture is stirred for 80 minutes and the resultant solution poured into 3 liters of water. The precipitate obtained is separated off and, while still moist, boiled with 500 ml. ethanol and brought into solution by the addition of some nitromethane. After cooling, 12.9 g. (63.3% of theory) ethyl 7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylate crystallize out; m.p. 231°-232° C.

Aufarbeitung

  1. customThe precipitate obtained
  2. customis separated off
  3. additionethanol and brought into solution by the addition of some nitromethane
  4. temperatureAfter cooling
  5. custom(63.3% of theory) ethyl 7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylate crystallize out

Quellen und Nachweise

ORD-Eintrag
ord-3820fdd409ce450eaa003f1788cb2acb
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232024

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