Acetone → 6-(1-Piperidinyl)-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine

HRID 1074392Notes

Reaction equation

HRID 1074392 reaction equation
Cl[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]2=[N:12][CH:13]=[CH:14][N:4]2[N:3]=1.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.CC(C)=O>C(Cl)Cl>[N:15]1([C:2]2[C:11]3[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=3[C:5]3=[N:12][CH:13]=[CH:14][N:4]3[N:3]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 8082PiperidineHCID 131789756-Chloro-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine

Product 1

HCID 131789776-(1-Piperidinyl)-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture was prepared by adding 15 g of 6-chloro-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine to 30.5 g of piperidine and the mixture was heated at reflux for 72 hours. The mixture was subjected to preparative liquid chromatography using 15% acetone in methylene chloride to separate the desired product from the impurities. The appropriate fractions from the chromatography were combined and the solvent was evaporated under reduced pressure. The resulting solid was collected by filtration and dried to give 6-(1-piperidinyl)-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine melting at about 95° C. This compound has the following structural formula ##STR2##

Workup

  1. customA mixture was prepared
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 72 hours
  4. customto separate the desired product from the impurities
  5. customthe solvent was evaporated under reduced pressure
  6. filtrationThe resulting solid was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-d33de4cc8e604d8ea697708b4ad14219
Source dataset
uspto-grants-1983_07
Patent number
US04391807

Reaction notes

Loading…