Water → N-(1-phenyl-3-pyrazolidinone-2-ylmethyl)saccharin

HRID 1249137

Reaktionsgleichung

Reaktionsgleichung von HRID 1249137
Br[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[S:4]1(=[O:6])=[O:5].[C:15]1([N:21]2[CH2:25][CH2:24][C:23](=[O:26])[NH:22]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C.O>O1CCCC1>[C:15]1([N:21]2[CH2:25][CH2:24][C:23](=[O:26])[N:22]2[CH2:2][N:3]2[C:13](=[O:14])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:4]2(=[O:6])=[O:5])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7090PhenidoneHCID 8471TriethylamineHCID 15225519N-Bromomethylsaccharin

Produkt 1

HCID 20224974N-(1-phenyl-3-pyrazolidinone-2-ylmethyl)saccharinAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-Bromomethylsaccharin (13.8 g), 1-phenyl-3-pyrazolidinone (11.9 g) and triethylamine (5.5 g) were dissolved in tetrahydrofuran (200 ml), and stirred in a stream of nitrogen at room temperature for 2 hours. The reaction mixture was added to water (200 ml), and extracted with 100 ml each of ethyl acetate two times. After drying the extract over anhydrous Glauber's salt, the solvent was distilled away. The thus obtained crude product was recrystallized from ethyl acetate to yield 16 g of N-(1-phenyl-3-pyrazolidinone-2-ylmethyl)saccharin (Compound (I)-(18)). Melting Point: 209°-213° C.

Aufarbeitung

  1. extractionextracted with 100 ml each of ethyl acetate two times
  2. customAfter drying the
  3. extractionextract over anhydrous Glauber's salt
  4. distillationthe solvent was distilled away
  5. customThe thus obtained crude product
  6. customwas recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e33fd103d6a4416f9e7bf1ca6b56b815
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04629683

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