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

HRID 1042976ノート

反応式

HRID 1042976 の反応式
[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

参加物

3

反応物 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 116870263-(3,5-Dimethyl-isoxazol-4-yl)-phenylamine2 回

生成物 1

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

反応条件

温度
130 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8868b3cf06764fb18fba31226de5ad0b
出典データセット
uspto-grants-2013_10
特許番号
US08557984B2

反応ノート

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