1-Methylhomopiperazine → HCID 13175261, compound

HRID 1074390Notes

Reaction equation

HRID 1074390 reaction equation
Cl[C:2]1[CH:14]=[CH:13][C:5]2=[N:6][C:7]3[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=3[N:4]2[N:3]=1.[CH3:15][N:16]1[CH2:22][CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[CH3:15][N:16]1[CH2:22][CH2:21][CH2:20][N:19]([C:2]2[CH:14]=[CH:13][C:5]3=[N:6][C:7]4[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=4[N:4]3[N:3]=2)[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 2283491-MethylhomopiperazineHCID 11148455HCID 11148455, compound

Product 1

HCID 13175261HCID 13175261, compound

Procedure

A mixture was prepared from 5.0 g of 2-chloro-6,7,8,9-tetrahydropyridazino[1,6-a]benzimidazole and 30 ml of 1-methylhomopiperazine and this was stirred and heated at reflux for 18 hours. The reaction mixture was then cooled and excess amine was removed by distillation to leave a tan solid residue. This solid was partitioned between methylene chloride and an aqueous 1% solution of sodium hydroxide. The methylene chloride layer was separated and the solvent was evaporated under reduced pressure to leave a residual solid. This solid was recrystallized from a mixture of ethanol and water to give 2-(4-methyl-1-homopiperazinyl)-6,7,8,9-tetrahydropyridazino[1,6-a]benzimidazole melting at about 106°-107° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 hours
  3. temperatureThe reaction mixture was then cooled
  4. customexcess amine was removed by distillation
  5. customto leave a tan solid residue
  6. customThis solid was partitioned between methylene chloride
  7. customThe methylene chloride layer was separated
  8. customthe solvent was evaporated under reduced pressure
  9. customto leave a residual solid
  10. customThis solid was recrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-1ac25303ee6e487fb5b29f85bda7ad7c
Source dataset
uspto-grants-1983_07
Patent number
US04391806

Reaction notes

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