Ethanolamine → 1-(2-(Dimethylamino)ethylamino)-5-(2-hydroxyl ethylamino)anthracene-9,10-dione

HRID 522938노트

반응식

HRID 522938 반응식
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([NH:17][CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:23])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:24]([CH2:26][NH2:27])[OH:25]>C(Cl)Cl>[CH3:21][N:20]([CH3:22])[CH2:19][CH2:18][NH:17][C:9]1[C:8]2[C:7](=[O:23])[C:6]3[C:15](=[C:2]([NH:27][CH2:26][CH2:24][OH:25])[CH:3]=[CH:4][CH:5]=3)[C:14](=[O:16])[C:13]=2[CH:12]=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 700EthanolamineHCID 143201251-Chloro-5-(2-(dimethylamino)ethylamino)anthracene-9,10-dione

생성물 1

HCID 592291231-(2-(Dimethylamino)ethylamino)-5-(2-hydroxyl ethylamino)anthracene-9,10-dione수율 38.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
150 °C

실험 절차

A mixture of Compound 17 (0.87 g, 2.7 mmol) and ethanolamine (0.8 mL, 13.23 mmol) was heated in an oil bath (˜150° C.) for 18 hours. The mixture was cooled to room temperature, dissolved in 100 mL CH2Cl2 and extracted with water and brine. The organic layer was dried (Na2SO4) and evaporated to provide Compound 21 (370 mg). This product was used in the next step without any purification. Rf (9:1 CHCl3/MeOH): 0.19. The structure of Compound 21 is given below:

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextracted with water and brine
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated

출처 및 근거

ORD 기록
ord-70f22c8b64c64ba7b610b7d5704e22cd
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334281B2

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