Ethanol → 4,5-bis-(4-bromophenyl)-1H-imidazole-2-thione

HRID 1448983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448983
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)O)=O)=[CH:4][CH:3]=1.[NH2:19][C:20]([NH2:22])=[S:21].O.C(O)C>C(O)CCCCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:19][C:20](=[S:21])[NH:22][C:10]=2[C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 962WaterHCID 2723790ThioureaHCID 39382431,2-Bis(4-bromophenyl)-2-hydroxyethanone

Produkt 1

HCID 35546154,5-bis-(4-bromophenyl)-1H-imidazole-2-thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 81031-HexanolLösungsmittel

Versuchsvorschrift

A mixture of 4,4'-dibromobenzoin (25 g, 0.068 mol) and thiourea (10.3 g, 0.14 mol) in hexanol (200 ml) was refluxed with azeotropic distillation of water for three hours. The solution was then cooled and ethanol (300 ml) was added. The mixture was further cooled and the small needles which formed were collected and washed with cold ethanol then ether and dried. Recrystallization of the product from ethyl acetate gave 4,5-bis-(4-bromophenyl)-1H-imidazole-2-thione, m.p. 288°.

Aufarbeitung

  1. temperatureThe solution was then cooled
  2. temperatureThe mixture was further cooled
  3. customthe small needles which formed
  4. customwere collected
  5. washwashed with cold ethanol
  6. dry with materialether and dried
  7. customRecrystallization of the product from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-923517e0f45c4bbea8b8ddf7c9c5cb19
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04188397

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