Diethyl (ethoxymethylene)malonate → Diethyl ({[3-(3,5-dimethyl-4-isoxazolyl)phenyl]amino}methylidene)-propanedioate

HRID 1042976노트

반응식

HRID 1042976 반응식
[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([CH:11]=[CH:12][CH:13]=2)[NH2:10])=[C:5]([CH3:14])[O:4][N:3]=1.C(O[CH:18]=[C:19]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:20]([O:22][CH2:23][CH3:24])=[O:21])C>>[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([NH:10][CH:18]=[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:11]=[CH:12][CH:13]=2)=[C:5]([CH3:14])[O:4][N:3]=1

참가 물질

3

반응물 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 116870263-(3,5-Dimethyl-isoxazol-4-yl)-phenylamine2회

생성물 1

HCID 57465569Diethyl ({[3-(3,5-dimethyl-4-isoxazolyl)phenyl]amino}methylidene)-propanedioate수율 52%

반응 조건

온도
130 °C

실험 절차

3-(3,5-Dimethyl-4-isoxazolyl)aniline (for a preparation see Intermediate 2, 80 g, 420 mmol) and diethyl ethoxymethylenemalonate (92 g, 425 mmol) were mixed together and heated to 130° C. for 20 minutes, liberating ethanol, which was evaporated under reduced pressure. The reaction mixture was poured into iPr2O (1 L) and the resulted precipitate filtered off and washed with iPr2O. The resulting solid was recrystallised from acetonitrile to give the title compound as a brown solid (78 g, 52%).

후처리

  1. additionwere mixed together
  2. customliberating ethanol, which was evaporated under reduced pressure
  3. additionThe reaction mixture was poured into iPr2O (1 L)
  4. filtrationthe resulted precipitate filtered off
  5. washwashed with iPr2O
  6. customThe resulting solid was recrystallised from acetonitrile

출처 및 근거

ORD 기록
ord-8868b3cf06764fb18fba31226de5ad0b
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557984B2

반응 노트

불러오는 중…