Piperazine → 2-Piperazin-1-yl-quinazoline

HRID 2270427Notes

Reaction equation

HRID 2270427 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, m.p. 188-121° C.).

Workup

  1. filtrationthe solution is filtered
  2. extractionthe filtrate extracted with 10% acetic acid The aqueous extracts
  3. washare 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, m.p. 188-121° C.)

Sources & evidence

ORD record
ord-930fd00cfead4ab1aec13f643a7fd316
Source dataset
uspto-grants-2001_12
Patent number
US06331629B1

Reaction notes

Loading…