Diisopropyl Ether → 98164-11-5

HRID 1719254Notes

Reaction equation

HRID 1719254 reaction equation
[N+]([O-])(O)=O.[Cl:5]/[C:6](/[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[Cl:20])=[CH:7]\[N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1.O(C(C)C)C(C)C.[OH-].[NH4+]>O>[ClH:5].[Cl:5]/[C:6](/[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[Cl:20])=[CH:7]\[N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 14923Ammonium HydroxideHCID 86740282HCID 86740282, compound

Product 1

HCID 303578998164-11-5

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 12.76 parts of (Z)-1-[2-chloro-2-(2,4-dichlorophenyl)ethenyl]-1H-imidazole mononitrate, 120 parts of water and 70 parts of 2,2'-oxybispropane were added 3.5 parts of ammonium hydroxide. The whole was stirred till homogeneous. The layers were separated. The aqueous phase was extracted with 35 parts of 2,2'-oxybispropane. The combined organic layers were washed with water, dried, filtered and evaporated in vacuo. The residue was converted into the hydrochloride salt in 64 parts of 2-propanone. The salt was filtered off, washed with 2-propanone and dried in vacuo, yielding 8.54 parts of (Z)-1-[2-chloro-2-(2,4-dichlorophenyl)ethenyl]-1H-imidazole monohydrochloride; mp. 178.8° C. (compound 3).

Workup

  1. customThe layers were separated
  2. extractionThe aqueous phase was extracted with 35 parts of 2,2'-oxybispropane
  3. washThe combined organic layers were washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. filtrationThe salt was filtered off
  8. washwashed with 2-propanone
  9. customdried in vacuo

Sources & evidence

ORD record
ord-2bba09e56b5e4dab814eb3248e8032ed
Source dataset
uspto-grants-1985_09
Patent number
US04539325

Reaction notes

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