Benzene → 5-chloro-2-(3-carbobenzoxyaminomethyl-5-iodomethyl-4H-1,2,4-triazol-4-yl)-benzophenone

HRID 614058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614058
[I-:1].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([N:18]2[C:22]([CH2:23]Cl)=[N:21][N:20]=[C:19]2[CH2:25][NH:26][C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])=[C:8]([CH:17]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].O.C1C=CC=CC=1>C(#N)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([N:18]2[C:22]([CH2:23][I:1])=[N:21][N:20]=[C:19]2[CH2:25][NH:26][C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])=[C:8]([CH:17]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10]

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 962WaterHCID 5238Sodium IodideHCID 213257095-chloro-2-(3-carbobenzoxyaminomethyl-5-chloromethyl-4H-1,2,4-triazol-4-yl)-benzophenone

Produkt 1

HCID 213256885-chloro-2-(3-carbobenzoxyaminomethyl-5-iodomethyl-4H-1,2,4-triazol-4-yl)-benzophenoneAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of sodium iodide (1.51 g) in acetonitrile (30 ml), 5-chloro-2-(3-carbobenzoxyaminomethyl-5-chloromethyl-4H-1,2,4-triazol-4-yl)-benzophenone (5.0 g) is added, and the resultant mixture is stirred at room temperature for 18 hours. The reaction mixture is poured into water (100 ml) and shaken with benzene (50 ml) twice. The benzene layer is washed with water (100 ml) twice, dried over magnesium sulfate and evaporated under reduced pressure to remove the benzene. The residue is chromatographed on a column of silica gel, which is eluted with ethyl acetate to give 5-chloro-2-(3-carbobenzoxyaminomethyl-5-iodomethyl-4H-1,2,4-triazol-4-yl)-benzophenone (3.61 g). The product is recrystallized from methylene chloride/ether to give crystals melting at 133° to 134° C. (decomp.).

Aufarbeitung

  1. washThe benzene layer is washed with water (100 ml) twice
  2. dry with materialdried over magnesium sulfate
  3. customevaporated under reduced pressure
  4. customto remove the benzene
  5. customThe residue is chromatographed on a column of silica gel, which
  6. washis eluted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-879a58e520f5442cae22c4082dca2748
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04143048

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