Sodium Carbonate → HCID 21104987, Verbindung

HRID 1354270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1354270
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:24]([C:25]([F:28])([F:27])[F:26])=[C:23]([NH2:29])[CH:22]=[N:21]2)=[CH:16][CH:15]=1.C([O-])([O-])=O.[Na+].[Na+].Cl.[CH3:37][S:38]([C:41]1[CH:42]=[C:43]([NH2:47])[CH:44]=[CH:45][CH:46]=1)(=[O:40])=[O:39]>C(Cl)Cl.O>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([N:20]2[C:24]([C:25]([F:27])([F:26])[F:28])=[C:23]([NH:29][C:5]([NH:47][C:43]3[CH:44]=[CH:45][CH:46]=[C:41]([S:38]([CH3:37])(=[O:40])=[O:39])[CH:42]=3)=[O:11])[CH:22]=[N:21]2)=[CH:18][CH:19]=1

Komponenten

6

Edukt 4

HCID 10340Sodium CarbonateHCID 94429TriphosgeneHCID 27351793-(Methylsulfonyl)aniline hydrochlorideHCID 588662021-(4-Chloro-phenyl)-5-trifluoromethyl-1H-pyrazol-4-ylamine

Produkt 1

HCID 21104987HCID 21104987, VerbindungAusbeute 62,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21908982Water methylene chlorideLösungsmittel

Versuchsvorschrift

Triphosgene (0.042 g, 0.140 mmol) was added to a solution of 1-(4-Chloro-phenyl)-5-trifluoromethyl-1H-pyrazol-4-ylamine (0.100 g, 0.382 mmol) and Na2CO3 (0.405 g, 3.82 mmol) in CH2Cl2/H2O (50 mL, 1:1) and stirred at room temperature for 30 min. 3-Methanesulfonyl-phenylamine HCl (0.095 g, 0.458 mmol) was added to the reaction mixture, stirred at room temperature for 2 hrs, organic layer collected and aqueous layer extracted with EtOAc (3×25 mL). Organic layers were collected, concentrated and crude product purified by column chromatography to give 1-[1-(4-chloro-phenyl)-5-trifluoromethyl-1H-pyrazol-4-yl]-3-(3-methanesulfonyl-phenyl)-urea (0.040 g, 22%).

Aufarbeitung

  1. stirringstirred at room temperature for 2 hrs
  2. customorganic layer collected
  3. extractionaqueous layer extracted with EtOAc (3×25 mL)
  4. customOrganic layers were collected
  5. concentrationconcentrated
  6. customcrude product purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-59015ae9bb4b4b1b82258590230958a0
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07223782B2

Notizen zur Reaktion

Wird geladen…