Piperazine → 2-Piperazin-1-yl-quinazoline

HRID 1276596ノート

反応式

HRID 1276596 の反応式
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:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[N:11][C:2]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

参加物

4

反応物 2

HCID 4837PiperazineHCID 740542-Chloroquinazoline

生成物 1

HCID 64232662-Piperazin-1-yl-quinazoline収率 104.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
0 °C

実験手順

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. The solution is heated for an additional 24 hours. After cooling to 0° C. for about 30 minutes, the solution is filtered. The filtrate is 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. The resulting material is placed under vacuum overnight to afford the title compound (6.8 g, m.p. 64-66° C.). 1H NMR (CDCl3) 9.0 (s, 1H) , 7.66 (m, 2H), 7.56 (d, J=8 Hz, 1H), 7.22 (ddd, J=8,7,1 Hz, 1H), 4.0 (t, J=5 Hz, 4H), 3.05 (t, J=5 Hz, 4H).

後処理

  1. temperatureThe solution is heated for an additional 24 hours
  2. filtrationthe solution is filtered
  3. extractionThe filtrate is extracted with 10% acetic acid
  4. washThe aqueous extracts are washed with ether
  5. extractionextracted with toluene
  6. washThe toluene layer is then washed with water
  7. customdried
  8. concentrationconcentrated
  9. customis placed under vacuum overnight

出典と根拠

ORDレコード
ord-ef54229253a44451904777eac1b9c5d5
出典データセット
uspto-grants-2000_12
特許番号
US06166205

反応ノート

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