Chlorobenzene → 2-heptylthio-7-hydroxy-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1073782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073782
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[N:5][N:6]=1.ClC1C=C(Cl)C=C(Cl)C=1[O:24][C:25](=O)[CH:26]([CH3:39])[C:27](OC1C(Cl)=CC(Cl)=CC=1Cl)=[O:28].ClC1C=CC=CC=1>CCCCCC>[CH2:8]([S:7][C:4]1[S:3][C:2]2=[N:1][C:27]([OH:28])=[C:26]([CH3:39])[C:25](=[O:24])[N:6]2[N:5]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

5

Edukt 3

HCID 7964ChlorobenzeneHCID 5344581,3,4-Thiadiazole, 2-amino-5-(heptylthio)-HCID 12320374Bis(2,4,6-trichlorophenyl) methylpropanedioate

Produkt 1

HCID 1361201982-heptylthio-7-hydroxy-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A mixture of 19.7 g of the thus obtained 2-amino-5-heptylthio-1,3,4-thiadiazole, 40.9 g of bis(2,4,6-trichlorophenyl)-2-methyl-malonate and 55 ml of chlorobenzene was stirred at 140°~144° C. for 45 minutes. After cooling, n-hexane was added thereto, the precipitate was collected by filtration. Further n-hexane was added to the filtrate, and the precipitate was collected The collected precipitates were combined. The combined precipitate was washed with n-hexane and thus 21.2 g of 2-heptylthio-7-hydroxy-6-methyl-5H-1,3,4-thiadiazolo-[3,2-a] pyrimidin-5-one was obtained. m.p. 141°~143° C. Yield 78%.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe precipitate was collected by filtration
  3. additionFurther n-hexane was added to the filtrate
  4. customthe precipitate was collected The collected
  5. customprecipitates
  6. washThe combined precipitate was washed with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-d294e1d6a6af4952ac6b990fe50a2482
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971971

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