Piperazine → HCID 22418728, compound

HRID 2372608Notes

Reaction equation

HRID 2372608 reaction equation
[CH2:1]([N:3]([CH2:12][CH3:13])[C:4]1[N:9]=[C:8]([Cl:10])[CH:7]=[C:6](Cl)[N:5]=1)[CH3:2].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(O)C>[CH2:12]([N:3]([CH2:1][CH3:2])[C:4]1[N:5]=[C:6]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:7]=[C:8]([Cl:10])[N:9]=1)[CH3:13]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 22418747HCID 22418747, compound

Product 1

HCID 22418728HCID 22418728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Diethylamino-4,6-dichloropyrimidine (10 g) is reacted with piperazine (14.45 g) in ethanol (200 ml) at reflux for 2 hr. The mixture is concentrated and the product isolated by silica gel chromatography giving 2-diethylamino-4-piperazino-6-chloropyrimidine. The 2-diethylamino-4-piperazino-6-chloropyrimidine (8 g) and N-methylpiperazine (8 g) is heated neat at 70° for 16 hr. Then water (2.5 ml) is added and the mixture is heated at 100° for 50 hr. The mixture is chromatographed on silica gel, the appropriate fractions are pooled and concentrated to give the title compound, NMR (CDCl3) 1.15, 2.80, 2.85, 2.90, 3.30, 3.70 and 4.95 δ.

Workup

  1. temperatureat reflux for 2 hr
  2. concentrationThe mixture is concentrated
  3. customthe product isolated by silica gel chromatography

Sources & evidence

ORD record
ord-47c9395c228049588f64a979690f88a9
Source dataset
uspto-grants-1992_03
Patent number
US05099019

Reaction notes

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