Hydrochloric Acid → 3-(4-Methyl-1-piperazinyl)propoxyamine trihydrochloride

HRID 1533869Notes

Reaction equation

HRID 1533869 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][O:11][N:12]2C(=O)C3=CC=CC=C3C2=O)[CH2:4][CH2:3]1.[ClH:23]>C(O)C>[ClH:23].[ClH:23].[ClH:23].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][CH2:10][O:11][NH2:12])[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19911312N-[3-(4-Methyl-1-piperazinyl)propoxy]phthalimide

Product 1

HCID 199113493-(4-Methyl-1-piperazinyl)propoxyamine trihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

3-(4-Methyl-1-piperazinyl)propoxyamine trihydrochloride may be obtained in the following manner: a solution of N-[3-(4-methyl-1-piperazinyl)propoxy]phthalimide (5.7 g) in 6 N hydrochloric acid (30 cc) is heated to reflux for 3 hours. After 18 hours' stirring at a temperature in the region of 20° C., the suspension obtained is filtered and the filtrate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C. A crude product (6 g) is thereby obtained, which is resuspended in ethanol (30 cc). The crystals which appear are separated by filtration, washed 3 times with ethanol (45 cc in total) and then 3 times with ethyl ether (75 cc in total) and finally dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 20° C. 3-(4-Methyl-1-piperazinyl)propoxyamine trihydrochloride (3.4 g) is thereby obtained in the form of cream-coloured crystals, m.p. 240° C.

Workup

  1. temperatureto reflux for 3 hours
  2. customthe suspension obtained
  3. filtrationis filtered
  4. concentrationthe filtrate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C
  5. customA crude product (6 g) is thereby obtained
  6. customThe crystals which appear are separated by filtration
  7. washwashed 3 times with ethanol (45 cc in total)
  8. dry with material3 times with ethyl ether (75 cc in total) and finally dried under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 20° C

Sources & evidence

ORD record
ord-6c43abffdf344be597eeecb1d6dd27d9
Source dataset
uspto-grants-1992_02
Patent number
US05086051

Reaction notes

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