Miconazole → 1-(p-Chlorobenzyl)-3-[2,4-dichloro-beta-(2,4-dichlorobenzyloxy)phenethyl]imidazolium iodide

HRID 328633

Reaktionsgleichung

Reaktionsgleichung von HRID 328633
[Cl:1][C:2]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:3]=1[CH:4]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[Cl:20])[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1.[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][I:32])=[CH:29][CH:28]=1>C(Cl)Cl>[I-:32].[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][N+:8]2[CH:9]=[CH:10][N:6]([CH2:5][CH:4]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[C:3]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:2]=3[Cl:1])[CH:7]=2)=[CH:29][CH:28]=1

Komponenten

4

Edukt 2

HCID 4189MiconazoleHCID 3121671-Chloro-4-(iodomethyl)benzene

Produkt 1

HCID 867346501-(p-Chlorobenzyl)-3-[2,4-dichloro-beta-(2,4-dichlorobenzyloxy)phenethyl]imidazolium iodide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.2 Parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)-phenethyl]imidazole, 3.7 parts of p-chlorobenzyl iodide and 56 parts of methylene chloride are mixed together and stirred at reflux temperature for five hours to obtain a 1-(p-chlorobenzyl)-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium iodide product which remains in the reaction mixture. The reaction mixture is warmed to evaporate off the solvent and to recover the product as residue. The crude product is purified by washing with 2-propanol and crystallizing from a mixture of 4-methyl-2-pentanone and diisopropyl ether, to yield 1-(p-chlorobenzyl)-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium iodide; m.p. 145° -148° C.

Aufarbeitung

  1. temperatureat reflux temperature for five hours

Quellen und Nachweise

ORD-Eintrag
ord-ff482ff1833744e4bc5f6dfb598ec682
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04017631

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