Piperazine → 2-Piperazin-1-yl-quinazoline

HRID 1276596노트

반응식

HRID 1276596 반응식
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

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 740542-Chloroquinazoline

생성물 1

HCID 64232662-Piperazin-1-yl-quinazoline수율 104.5%

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ef54229253a44451904777eac1b9c5d5
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166205

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