1,1'-Carbonyldiimidazole → 3-[4-(2-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dione

HRID 964153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 964153
[NH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][S:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)=[O:5].[C:22](N1C=CN=C1)(N1C=CN=C1)=[O:23]>O1CCCC1>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[S:11][CH2:10][CH2:9][CH2:8][CH2:7][N:6]1[C:4](=[O:5])[C:3]2[C:2](=[CH:21][CH:20]=[CH:19][CH:18]=2)[NH:1][C:22]1=[O:23]

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 19079132HCID 19079132, Verbindung

Produkt 1

HCID 190791813-[4-(2-pyridylthio)butyl]quinazoline-2,4(1H,3H)-dioneAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under nitrogen atmosphere, to a solution of 452 mg (1.5 mmol) of 2-[4-(2-aminobenzoylamino)butylthio]pyridine in 20 ml of tetrahydrofuran, 486 mg (3.0 mmol) of 1,1'-carbonyldiimidazole was added, and the mixture was stirred at room temperature for 16 hours. The solvent was distilled off and the residue was dissolved in chloroform. The solution was washed with water and dried. The solvent was distilled off and the residue was recrystallized from chloroform/ether to give 337 mg of the desired product (68.8% yield, white crystals).

Aufarbeitung

  1. distillationThe solvent was distilled off
  2. dissolutionthe residue was dissolved in chloroform
  3. washThe solution was washed with water
  4. customdried
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from chloroform/ether

Quellen und Nachweise

ORD-Eintrag
ord-cfcdb5e70f684cf39d543ffcd54ff22c
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05767121

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