Piperazine → HCID 69784418, compound

HRID 412182Notes

Reaction equation

HRID 412182 reaction equation
Cl[CH2:2][CH2:3][C:4]1[N:5]=[CH:6][N:7]([C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=1.[NH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>C(O)C>[C:10]1([C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:7]2[CH:8]=[C:4]([CH2:3][CH2:2][N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[N:5]=[CH:6]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 142397144-(2-Chloroethyl)-1-(triphenylmethyl)-1H-imidazole

Product 1

HCID 69784418HCID 69784418, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-(2-chloroethyl)-1-(triphenylmethyl)imidazole (5.89 g, 15.8 mmol) and piperazine (27.2 g, 316 mmol) in ethanol (80 mL) were heated to reflux for 2 hours. The solvent was removed in vacuo and the residue partitioned between methylene chloride and saturated sodium bicarbonate. The organic layer was separated, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the titled product as a yellow oil which was sufficiently pure for use in the next step.

Workup

  1. temperatureto reflux for 2 hours
  2. customThe solvent was removed in vacuo
  3. customthe residue partitioned between methylene chloride and saturated sodium bicarbonate
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ed6301f6e9f04f7cabb7f06e1a3d9952
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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