1,8-Diamino-9,10-anthracenedione → 1,8-Bis(3-chloropropionamido)anthraquinone

HRID 556205

반응식

HRID 556205 반응식
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[NH2:17])[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cl:19][CH2:20][CH2:21][C:22](Cl)=[O:23]>CN(C)C=O.N1C=CC=CC=1>[Cl:19][CH2:20][CH2:21][C:22]([NH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[NH:17][C:22](=[O:23])[CH2:21][CH2:20][Cl:19])[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1)=[O:23]

참가 물질

5

반응물 2

HCID 85111,8-Diamino-9,10-anthracenedioneHCID 693643-Chloropropionyl chloride

생성물 1

HCID 107407551,8-Bis(3-chloropropionamido)anthraquinone수율 58%

시약·촉매·용매 2

HCID 1049Pyridine촉매HCID 6228Dimethylformamide용매

실험 절차

Dissolve 1,8-diaminoanthraquinone (0.476 g, 2 mmol) in N,N-dimethylformamide (20 ml). Add pyridine (0.5 ml) as catalyst in an ice bath and then add 3-chloropropioyl chloride (0.6 ml, 6 mmol). Remove the ice bath, introduce nitrogen, protect from light, and stir the solution at room temperature for one day. The reacted mixture is poured into ice water and filtered to get precipitate. The precipitate is recrystallized from ethanol to obtain orange compound 4.

후처리

  1. customRemove the ice bath
  2. additionintroduce nitrogen
  3. additionThe reacted mixture is poured into ice water
  4. filtrationfiltered
  5. customto get precipitate
  6. customThe precipitate is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-7128a3e17df04099b9867a2f2d98eb81
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053583B2

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