Dimethylacetamide → 2-(2,4-Dimethyl-pyrrol-3-yl)-5-benzoylbenzimidazole

HRID 553236

Reaktionsgleichung

Reaktionsgleichung von HRID 553236
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH2:16])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].S([O-])(O)=O.[Na+].CN(C)C(=O)C.[CH3:28][C:29]1[NH:30][CH:31]=[C:32]([CH3:36])[C:33]=1[CH:34]=O>O>[CH3:28][C:29]1[NH:30][CH:31]=[C:32]([CH3:36])[C:33]=1[C:34]1[NH:1][C:2]2[CH:3]=[C:4]([C:5](=[O:6])[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:13]=[CH:14][C:15]=2[N:16]=1

Komponenten

6

Edukt 4

HCID 31374DimethylacetamideHCID 1355203,4-DiaminobenzophenoneHCID 217662282,4-Dimethyl-1H-pyrrole-3-carbaldehydeHCID 23665763Sodium Bisulfite

Produkt 1

HCID 579558272-(2,4-Dimethyl-pyrrol-3-yl)-5-benzoylbenzimidazoleAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

3,4-Diaminobenzophenone (1.48 g) and sodium hydrogensulfite (0.87 g) were added to N,N-dimethylacetamide (5 ml) at 130° C., and stirred for 5 minutes. 2,4-Dimethyl-3-formyl-pyrrole (1.03 g) was added and stirred at 130° C. for 8 hours. The reaction mixture was cooled to room temperature and stirred, and after addition of water to reaction mixture, precipitate was collected by filtration, and dried in vacuo to afford 2-(2,4-dimethyl-pyrrol-3-yl)-5-benzoylbenzimidazole (1.78 g, 81%) as a brown solid.

Aufarbeitung

  1. stirringstirred at 130° C. for 8 hours
  2. stirringstirred
  3. customto reaction mixture, precipitate
  4. filtrationwas collected by filtration
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-136f3cc4747b4c07825ffcdecab29380
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951956B2

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