Piperazine → 2-Piperazin-1-yl-quinazoline

HRID 1934801Notes

Reaction equation

HRID 1934801 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[N:12]1([C:2]2[N:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 740542-Chloroquinazoline

Product 1

HCID 64232662-Piperazin-1-yl-quinazoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2-chloroquinazoline (5 g) in 20 mL of toluene is added dropwise to a refluxing solution of piperazine (20 g) in 150 mL of toluene and the resultant solution refluxed for an additional 24 h. After cooling to 0° C. for 0.5 h, the solution is filtered and the filtrate extracted with 10% acetic acid. The aqueous extracts are washed with ether, basified and extracted with toluene. The toluene layer is then washed with water, dried and concentrated. Finally, the material is placed under vacuum overnight (6.8 g, m.p. 188-121° C.)

Workup

  1. filtrationthe solution is filtered
  2. extractionthe filtrate extracted with 10% acetic acid
  3. washThe aqueous extracts are washed with ether
  4. extractionextracted with toluene
  5. washThe toluene layer is then washed with water
  6. customdried
  7. concentrationconcentrated
  8. customis placed under vacuum overnight (6.8 g, m.p. 188-121° C.)

Sources & evidence

ORD record
ord-61e7c71976ef420f8ed9b919d70b3242
Source dataset
uspto-grants-2002_05
Patent number
US06384224B2

Reaction notes

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