2-Ethyl-6-methylaniline → 1H-Pyrrole-2,5-dione, 1-(2-ethyl-6-methylphenyl)-

HRID 2292846ノート

反応式

HRID 2292846 の反応式
[C:1]([OH:8])(=O)/[CH:2]=[CH:3]\[C:4](O)=[O:5].[CH2:9]([C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:12]=1[NH2:13])[CH3:10]>C(OC(C)C)(C)C>[CH2:9]([C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:12]=1[N:13]1[C:4](=[O:5])[CH:3]=[CH:2][C:1]1=[O:8])[CH3:10]

参加物

4

反応物 2

HCID 324852-Ethyl-6-methylanilineHCID 444266Maleic Acid

生成物 1

HCID 27325561H-Pyrrole-2,5-dione, 1-(2-ethyl-6-methylphenyl)-収率 92.9%

試薬・触媒・溶媒 1

HCID 7914Diisopropyl Ether溶媒2 回

反応条件

温度
100 °C

実験手順

196 g of maleic acid arthydride were dissolved in 2.5 l of diisopropyl ether at room temperature. A solution of 270.4 g of 2-ethyl-6-methyl-aniline in 200 ml of diisopropyl ether was added dropwise at room temperature in the course of 4 hours, the resulting suspension was cooled to 15° to 20° C. and the solid was filtered off with suction and introduced into a mixture of 670 ml of acetic arthydride and 65 g of anhydrous sodium acetate. The suspension formed was heated to 100° C., while stirring, stirred at this temperature for 30 minutes, subsequently cooled to 30° C. and introduced into 1.3 l of ice-water. The precipitate was filtered off with suction, washed with ice-water and petroleum ether and dried. 321 g of N-(2-ethyl-6-methylphenyl)-maleimide (92.9% of theory) with a content of 97.8% by weight (determined by HPLC) and a melting point of 84.5° to 85° C. were obtained.

後処理

  1. temperaturethe resulting suspension was cooled to 15° to 20° C.
  2. filtrationthe solid was filtered off with suction
  3. additionintroduced into a mixture of 670 ml of acetic arthydride and 65 g of anhydrous sodium acetate
  4. customThe suspension formed
  5. stirringstirred at this temperature for 30 minutes
  6. temperaturesubsequently cooled to 30° C.
  7. filtrationThe precipitate was filtered off with suction
  8. washwashed with ice-water and petroleum ether
  9. customdried

出典と根拠

ORDレコード
ord-40bdc9ff28a8496286ed19e33d390376
出典データセット
uspto-grants-1997_11
特許番号
US05684163

反応ノート

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