1-(2-Hydroxyethyl)piperazine → HCID 19035980, compound

HRID 129457Notes

Reaction equation

HRID 129457 reaction equation
Cl[CH:2]1[C:14]2[NH:13][C:12](=[O:15])[C:11](=[O:16])[NH:10][C:9]=2[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[OH:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[OH:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][N:23]([CH:2]2[C:14]3[NH:13][C:12](=[O:15])[C:11](=[O:16])[NH:10][C:9]=3[C:8]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]2=3)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 19035982HCID 19035982, compound

Product 1

HCID 19035980HCID 19035980, compoundYield 36.4%

Procedure

9-Chloro-9H-indeno[1,2-b]pyrazine-2,3(1H, 4H)-dione (3.0 g, 12.8 mmol) was reacted with N-(2-hydroxyethyl)piperazine (3.66 g, 28.2 mmol) as described in example 18. The crude product was purified by dissolving in aqueous NaHCO3 /NaOH and precipitated by adding to hydrochloric acid. The procedure was repeated and the product was finally washed with ethanol and dried to give 1.53 g (28%) of the title compound as a dihydrochloride. M.p. 210° C. (destruction). 1H-NMR (DMSO-d6 +D2O, δ): 2.35-3.6 (m, 10H), 3.75 (m, 2H), 4.73 (s, 1H), 7.22 (t, 1H), 7.35 (t, 1H), 7.51 (d,1H), 7.57 (d, 1H).

Workup

  1. customThe crude product was purified
  2. dissolutionby dissolving in aqueous NaHCO3 /NaOH
  3. customprecipitated
  4. additionby adding to hydrochloric acid
  5. washthe product was finally washed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-df0c434133554b388a1635728eccd17e
Source dataset
uspto-grants-1995_11
Patent number
US05468748

Reaction notes

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