Triethylamine → 1,3-Dimethyl-4,6-dioxo-2-thioxo-N-[4-(4-trifluoromethylphenoxy)phenyl]perhydropyrimidine-5-carboxamide

HRID 1194657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1194657
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]=[C:15]=[O:16])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[CH3:21][N:22]1[C:29](=[O:30])[CH2:28][C:26](=[O:27])[N:25]([CH3:31])[C:23]1=[S:24].C(N(CC)CC)C>C1C=CC=CC=1>[CH3:31][N:25]1[C:26](=[O:27])[CH:28]([C:15]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([O:7][C:6]3[CH:17]=[CH:18][C:3]([C:2]([F:19])([F:20])[F:1])=[CH:4][CH:5]=3)=[CH:9][CH:10]=2)=[O:16])[C:29](=[O:30])[N:22]([CH3:21])[C:23]1=[S:24]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5989481,3-Dimethyl-2-sulfanylidene-1,3-diazinane-4,6-dioneHCID 131894424-(4'-Trifluoromethylphenoxy)phenyl isocyanate

Produkt 1

HCID 140533731,3-Dimethyl-4,6-dioxo-2-thioxo-N-[4-(4-trifluoromethylphenoxy)phenyl]perhydropyrimidine-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

4-(4'-Trifluoromethylphenoxy)phenyl isocyanate (3.7 g.) was added to a stirred mixture of 1,3-dimethyl-2-thiobarbituric acid (2.3 g.) and triethylamine (1.7 ml.) in dry benzene (30 ml.). The mixture was refluxed for 12 hours. The mixture was evaporated in vacuo. Diethyl ether (10 ml.) was added to the gummy residue and the mixture was acidified with 1N hydrochloric acid. The mixture was filtered and the solid was washed with water and then ethanol.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 12 hours
  2. customThe mixture was evaporated in vacuo
  3. additionDiethyl ether (10 ml.) was added to the gummy residue
  4. filtrationThe mixture was filtered
  5. washthe solid was washed with water

Quellen und Nachweise

ORD-Eintrag
ord-1fc0aa96892f4da8a81efcacb95ef557
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04816460

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