2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → Ethyl 5-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-acetate

HRID 1274586

Reaktionsgleichung

Reaktionsgleichung von HRID 1274586
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][N:8]=[C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]=2[CH:16]=1.CN(C)[C:19]1[O:20][C:21](=[O:29])[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[N:24]=1>C(O)(=O)C>[O:20]=[C:19]1[NH:24][C:23]([C:25]([F:26])([F:27])[F:28])=[CH:22][C:21](=[O:29])[N:1]1[C:2]1[CH:3]=[CH:4][C:5]2[S:9][N:8]=[C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]=2[CH:16]=1

Komponenten

4

Edukt 2

HCID 37238622-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 11770464Ethyl 5-amino-1,2-benzisothiazole-3-acetate

Produkt 1

HCID 10960337Ethyl 5-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of ethyl 5-amino-1,2-benzisothiazole-3-acetate (0.748 g, 3.16 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (0.660 g, 3.17 mmol) in acetic acid is refluxed for three hours, concentrated in vacuo, and diluted with saturated sodium hydrogen carbonate solution. The resultant mixture is extracted with methylene chloride. The combined organic extracts are washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to give the title product as a tan solid which is identified by NMR spectral analysis.

Aufarbeitung

  1. temperatureis refluxed for three hours
  2. concentrationconcentrated in vacuo
  3. additiondiluted with saturated sodium hydrogen carbonate solution
  4. extractionThe resultant mixture is extracted with methylene chloride
  5. washThe combined organic extracts are washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2c9d55bb43744ba9a82ea4d0a2030068
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06156700

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