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Potassium Carbonate → N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]propionamide

HRID 1252343
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1252343
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:13](=[O:14])[N:12]([CH:15]([F:17])[F:16])[C:11]([CH3:18])=[N:10]2)=[C:4]([F:19])[CH:3]=1.[CH3:20][C:21]1([CH3:39])[CH2:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:29]([S:30]([NH:33][C:34](=[O:38])[CH:35](Br)[CH3:36])(=[O:32])=[O:31])[C:23]=2[O:22]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:39][C:21]1([CH3:20])[CH2:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:29]([S:30]([NH:33][C:34](=[O:38])[CH:35]([O:8][C:7]3[CH:6]=[C:5]([N:9]4[C:13](=[O:14])[N:12]([CH:15]([F:16])[F:17])[C:11]([CH3:18])=[N:10]4)[C:4]([F:19])=[CH:3][C:2]=3[Cl:1])[CH3:36])(=[O:32])=[O:31])[C:23]=2[O:22]1
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Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 137694562-(4-Chloro-2-fluoro-5-hydroxyphenyl)-4-(difluoromethyl)-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 15611040N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-bromopropionamide

Produkt 1

HCID 15611068N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A stirred mixture of 0.2 gram (0.0007 mole) of 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one, 0.3 gram (0.0007 mole) of N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-bromopropionamide, 0.3 gram (0.002 mole) of potassium carbonate in 20 ml of acetone was heated under reflux for 18 hours. The reaction mixture was cooled and concentrated under reduced pressure to a residue. The residue was dissolved in 100 ml of water and the solution acidified by the dropwise addition of concentrated hydrochloric acid. The resultant precipitate was collected by filtration, washed with water, and dried to yield N-(2,3-dihydro-2,2-dimethylbenzofuran-7-yl)sulfonyl-2-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]propionamide; m.p. 198°-201° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. temperatureThe reaction mixture was cooled
  4. concentrationconcentrated under reduced pressure to a residue
  5. dissolutionThe residue was dissolved in 100 ml of water
  6. additionthe solution acidified by the dropwise addition of concentrated hydrochloric acid
  7. filtrationThe resultant precipitate was collected by filtration
  8. washwashed with water
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f23b655503864a0c921a7bc857d3738d
Quelldatensatz
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04743291

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