Imidazole → HCID 20518975, compound

HRID 1112770Notes

Reaction equation

HRID 1112770 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=[O:14])[CH2:11][CH2:12]Cl)=[CH:4][CH:3]=1.[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.CN(C)C=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=[O:14])[CH2:11][CH2:12][N:15]2[CH:19]=[CH:18][N:17]=[CH:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 6228DimethylformamideHCID 22762935HCID 22762935, compound

Product 1

HCID 20518975HCID 20518975, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(4-Chlorophenyl)-5-chloro-3-pentanone (6.95 g.) is added to a well stirred, ice-cooled solution of 10.5 g. of imidazole in 10 ml. of dimethylformamide. The solution is stirred for 8 hours at 0° C. and then poured into 150 ml. of water. The product is collected by filtration and recrystallized from cyclohexane to yield 1-(4-chlorophenyl)-5-(1-imidazolyl)-3-pentanone.

Workup

  1. temperatureice-cooled solution of 10.5 g
  2. stirringThe solution is stirred for 8 hours at 0° C.
  3. additionpoured into 150 ml
  4. filtrationThe product is collected by filtration
  5. customrecrystallized from cyclohexane

Sources & evidence

ORD record
ord-f663fa16b7e44a8fbc849bcbafe10332
Source dataset
uspto-grants-1978_10
Patent number
US04123542

Reaction notes

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