Miconazole → HCID 86734175, compound

HRID 328642Notes

Reaction equation

HRID 328642 reaction equation
[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:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:28]=1[CH:29]=[CH:30][CH2:31]Cl.C(OC(C)C)(C)C>C(#N)C>[Cl-:1].[Cl:26][C:27]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:28]=1[CH:29]=[CH:30][CH2:31][N+:8]1[CH:9]=[CH:10][N:6]([CH2:5][CH:4]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[C:3]2[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:2]=2[Cl:1])[CH:7]=1

Participants

5

Reactant 3

HCID 4189MiconazoleHCID 7914Diisopropyl EtherHCID 536400722,4-Dichloro-1-(3-chloro-1-propen-1-yl)benzene

Product 1

HCID 86734175HCID 86734175, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazole, 2.7 parts of 2,4-dichlorocinnamylchloride and 40 parts of acetonitrile is stirred and refluxed overnight. Upon the addition of diisopropyl ether, the product crystallizes. It is filtered off and dried, yielding 5.8 parts of 1-(2,4-dichlorocinnamyl)-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium chloride; mp. 142.2° C.

Workup

  1. temperaturerefluxed overnight
  2. customthe product crystallizes
  3. filtrationIt is filtered off
  4. customdried

Sources & evidence

ORD record
ord-ccc324e46a0849ffa8e6cc01e5e4993a
Source dataset
uspto-grants-1977_04
Patent number
US04017631

Reaction notes

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