Water → 2-(4-Acetyl-1-piperazinyl)ethyl 1H-imidazole-1-carboxylate

HRID 1374105Notes

Reaction equation

HRID 1374105 reaction equation
[C:1](N1C=CN=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[O:2].[OH:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([C:22](=[O:24])[CH3:23])[CH2:18][CH2:17]1.O>C(Cl)Cl>[N:3]1([C:1]([O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:24])[CH3:23])[CH2:18][CH2:17]2)=[O:2])[CH:7]=[CH:6][N:5]=[CH:4]1

Participants

5

Reactant 3

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 47396291-Acetyl-4-(2-hydroxyethyl)piperazine

Product 1

HCID 218676622-(4-Acetyl-1-piperazinyl)ethyl 1H-imidazole-1-carboxylateYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1,1′-carbonyldiimidazole (5 g, 31 mmol) in DCM (200 mL) was treated with a solution of 1-[4-(2-hydroxyethyl)-1-piperazinyl]-1-ethanone (from step (i) above; 5 g, 29 mmol) in DCM (50 mL). The reaction mixture was stirred at rt overnight before water was added. The layers were separated, and the organic layer was washed with water, dried lo and concentrated in vacuo to yield 7.4 g (96%) of the title compound.

Workup

  1. additionwas added
  2. customThe layers were separated
  3. washthe organic layer was washed with water
  4. customdried lo
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-54bedfd84f3d4d038d51e22cc000d1aa
Source dataset
uspto-grants-2007_01
Patent number
US07164017B2

Reaction notes

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