Water → HCID 20333072, compound

HRID 1706907Notes

Reaction equation

HRID 1706907 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20])=[O:8].[OH:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.O>C1C=CC=CC=1>[OH:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]2[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]3[C:19]=2[N:18]=[CH:17][CH:16]=[C:15]3[CH3:20])=[O:8])[CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 962WaterHCID 76771-(2-Hydroxyethyl)piperazineHCID 6120236-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide

Product 1

HCID 20333072HCID 20333072, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 7 g (0.019 mol) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 4.4 g (0.038 mol) of hydroxyethylpiperazine in 100 ml of benzene was heated under reflux for 48 hours, allowed to cool, mixed well with 50 ml of water and filtered to collect the crude product. Recrystallization from toluene with hexane afforded 5.7 g (72%) of crystalline material, mp 88°-90°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. temperatureto cool
  4. filtrationfiltered
  5. customto collect the crude product
  6. customRecrystallization from toluene with hexane

Sources & evidence

ORD record
ord-80e133a038b24f888f0381817f026baf
Source dataset
uspto-grants-1980_06
Patent number
US04209519

Reaction notes

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