1-Benzylpiperazine → HCID 135838364, compound

HRID 2309691Notes

Reaction equation

HRID 2309691 reaction equation
Cl[C:2]1[N:3]=[C:4]2[CH:9]=[N+:8]([O-:10])[C:7]3[C:11]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[CH:12][CH2:13][NH:14][C:6]=3[N:5]2[CH:21]=1.[CH2:22]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(O)(C)C>[C:15]1([C:11]2[C:7]3[N+:8]([O-:10])=[CH:9][C:4]4[N:5]([CH:21]=[C:2]([N:32]5[CH2:33][CH2:34][N:29]([CH2:22][C:23]6[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=6)[CH2:30][CH2:31]5)[N:3]=4)[C:6]=3[NH:14][CH2:13][CH:12]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 135838365HCID 135838365, compound

Product 1

HCID 135838364HCID 135838364, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

8-Chloro-1,2-dihydro-4-phenylimidazo[1,2-a]pyrido[3,2-e]pyrazine 5-oxide (3 g, 0.01 mol) and benzylpiperazine (3.6 g, 0.02 mol) were heated at 80° C., in isopropanol (100 ml) under an atmosphere of nitrogen for 16 hrs. As the reaction mixture cooled to room temperature, a yellow solid precipitated. The yellow solid was collected by filtration, washed with cold isopropanol and recrystallized from isopropanol to yield 1,2-dihydro-4-phenyl-8-(4-phenylmethylpiperazinyl)imidazo [1,2-a]pyrido[3,2-e]pyrazine 5-oxide (3.7 g), as orange needles, m.p. 184°-187° C. (Found: C,71.03; H,6.02; N,19.30%; C26H24N6O.O.1H2O requires C,70.92; H,6.00; N,19.09%), represented by the structural formula: ##STR30##

Workup

  1. customa yellow solid precipitated
  2. filtrationThe yellow solid was collected by filtration
  3. washwashed with cold isopropanol
  4. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-789e5f6aae6d432e87df6317cbcb1ef3
Source dataset
uspto-grants-1987_09
Patent number
US04696928

Reaction notes

Loading…