1-(2-Hydroxyethyl)piperazine → HCID 54241940, compound

HRID 1872563Notes

Reaction equation

HRID 1872563 reaction equation
Br[C:2]1([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]1=[O:10].[OH:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(N(CC)CC)C>C(O)C>[CH2:11]([C:2]1([CH:22]2[CH2:23][NH:24][CH2:25][CH2:26][N:21]2[CH2:20][CH2:19][OH:18])[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]1=[O:10])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 8471TriethylamineHCID 1380839HCID 1380839, compound

Product 1

HCID 54241940HCID 54241940, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-bromo-5-benzylbarbituric acid (2.15 g) and N-(2-hydroxyethyl)piperazine in 50 ml of ethanol is refluxed for 4 hours, then it is cooled to room temperature and added with 4 ml of triethylamine. The solvent is evaporated off and the white residue is redissolved in a ethyl acetatemethanol 3:1 mixture. An orange solid crystallizes, which is recovered by filtration. After recrystallization from ethanol 0.62 g of the product are obtained, m.p. 243-246° C.

Workup

  1. customThe solvent is evaporated off
  2. dissolutionthe white residue is redissolved in a ethyl acetatemethanol 3:1 mixture
  3. customAn orange solid crystallizes
  4. filtrationwhich is recovered by filtration
  5. customAfter recrystallization from ethanol 0.62 g of the product
  6. customare obtained

Sources & evidence

ORD record
ord-3e7417c1aa4d44fcb9862aeb659077c2
Source dataset
uspto-grants-2000_08
Patent number
US06110924

Reaction notes

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