1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-(2-Sulfamoylphenylmethylthio)pyrimidine

HRID 256109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 256109
N12CCCN=C1CCCCC2.[SH:12][C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1.Cl[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[S:27]([NH2:30])(=[O:29])=[O:28]>C(#N)C.O>[S:27]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH2:20][S:12][C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1)(=[O:28])(=[O:29])[NH2:30]

Komponenten

6

Edukt 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 133646272-(Chloromethyl)benzenesulfonamideHCID 178418793HCID 178418793, Verbindung

Produkt 1

HCID 200417502-(2-Sulfamoylphenylmethylthio)pyrimidineAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

With cooling, 7.9 g of 97% 1,8-diazabicyclo[5.4.0]undec-7-ene are added to a suspension of 5.7 g of 98% 2-mercaptopyrimidine in 50 ml of acetonitrile. To the yellowish solution so obtained are added 10.3 g of 2-chloromethylbenzenesulfonamide. The reaction solution is stirred for 70 hours at 20°-22° C. and then diluted with 1 liter of water. The precipitate is isolated by filtration and dried, affording 12.0 g (85% of theory) of 2-(2-sulfamoylphenylmethylthio)pyrimidine of m.p. 128°-130° C.

Aufarbeitung

  1. temperatureWith cooling
  2. customTo the yellowish solution so obtained
  3. customThe precipitate is isolated by filtration
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4bdee922da504d998eac1afb20f68bdb
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04701206

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