Piperazine → HCID 10039873, compound

HRID 1829164Notes

Reaction equation

HRID 1829164 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:9]=1>CN(C=O)C>[C:18]1([C:10]2[N:9]=[C:8]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 809774-Chloro-2-phenylquinazoline

Product 1

HCID 10039873HCID 10039873, compoundYield 62.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Piperazine (3.22 g) was dissolved in DMF (830 mL), and 4-chloro-2-phenylquinazoline (3 g) was added thereto. The mixture was stirred at room temperature for 6 hr. The reaction mixture was concentrated under reduced pressure, water and chloroform were added to the residue and an insoluble material was filtered off. The organic layer of the filtrate was separated and extracted with 1 mol/L hydrochloric acid. The aqueous layer was basified with aqueous sodium hydroxide solution, and the mixture was extracted with chloroform. The extract was concentrated under reduced pressure to give 1-(2-phenyl-4-quinazolinyl)piperazine (2.27 g) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, water and chloroform
  2. additionwere added to the residue
  3. filtrationan insoluble material was filtered off
  4. customThe organic layer of the filtrate was separated
  5. extractionextracted with 1 mol/L hydrochloric acid
  6. extractionthe mixture was extracted with chloroform
  7. concentrationThe extract was concentrated under reduced pressure

Sources & evidence

ORD record
ord-06da0cc83f3141fabfa26c42b10235af
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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