Hydrochloric Acid → HCID 70631399, compound

HRID 372590Notes

Reaction equation

HRID 372590 reaction equation
[NH2:1][C:2]1[C:9]([Br:10])=[CH:8][C:7]([Br:11])=[CH:6][C:3]=1[CH2:4]O.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(O)(=O)CC.[ClH:24]>C(OCC)(=O)C>[ClH:24].[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:4][C:3]2[CH:6]=[C:7]([Br:11])[CH:8]=[C:9]([Br:10])[C:2]=2[NH2:1])[CH2:15][CH2:14]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1032Propionic AcidHCID 531671-MethylpiperazineHCID 21320495(2-Amino-3,5-dibromophenyl)methanol

Product 1

HCID 70631399HCID 70631399, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 0.56 part of 2-amino-3,5-dibromobenzylalcohol, 1.0 part of N-methyl piperazine and 2 parts of propionic acid is heated at 140° C for 8 hours under stirring. Then, the propionic acid is distilled off under reduced pressure. The residue is extracted with chloroform. The chloroform layer is washed with water and dried over sodium sulfate. Evaporation of the solvent gives oily residue. The residue is chromotographed over silica gel. Ethyl acetate eluates are treated with ethanolic hydrochloric acid. This procedure gives N1 -methyl-N4 -(2-amino-3,5-dibromobenzyl)piperazine hydrochloride melting at 182° to 185° C.

Workup

  1. distillationThen, the propionic acid is distilled off under reduced pressure
  2. extractionThe residue is extracted with chloroform
  3. washThe chloroform layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the solvent
  6. customgives oily residue

Sources & evidence

ORD record
ord-d02da9a45bf74325877917a292ba46f6
Source dataset
uspto-grants-1978_05
Patent number
US04091220

Reaction notes

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