O-Toluidine → 8-(2'-Methylanilino)-1,5-dihydroxy-4-nitro anthraquinone

HRID 1352177노트

반응식

HRID 1352177 반응식
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([OH:20])[CH:10]=[CH:11][C:12]=3[N+:17]([O-])=O)[C:7](=[O:21])[C:6]=2[C:5]([N+:22]([O-:24])=[O:23])=[CH:4][CH:3]=1.[CH3:25][C:26]1[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=1N>CC(N(C)C)=O>[CH3:25][C:26]1[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=1[NH:17][C:12]1[CH:11]=[CH:10][C:9]([OH:20])=[C:8]2[C:13]=1[C:14](=[O:16])[C:15]1[C:2]([OH:1])=[CH:3][CH:4]=[C:5]([N+:22]([O-:24])=[O:23])[C:6]=1[C:7]2=[O:21]

참가 물질

4

반응물 2

HCID 7242O-ToluidineHCID 30909169,10-Anthracenedione, 1,5-dihydroxy-4,8-dinitro-

생성물 1

HCID 210999258-(2'-Methylanilino)-1,5-dihydroxy-4-nitro anthraquinone수율 33%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

A 25 g of 1,5-dihydroxy-4,8-dinitroanthraquinone and a 25 g of 2-methylaniline were dissolved in 250 ml of dimethylacetamide. The solution was heated and allowed to react at an inner temperature of 140 degrees Celsius for 4 hours. The reaction solution was cooled, and then extracted with adequate amounts of ethyl acetate and 1N-hydrochrolic acid to separate into two layers. The extracted organic layer was dried with magnesium sulfate and then concentrated. The concentrated solution was purified by silica gel chromatography to give a 9.7 g of 8-(2′-methylanilino)-1,5-dihydroxy-4-nitroanthraquinone in a 33% yield.

후처리

  1. temperatureThe solution was heated
  2. customto react at an inner temperature of 140 degrees Celsius for 4 hours
  3. temperatureThe reaction solution was cooled
  4. extractionextracted with adequate amounts of ethyl acetate and 1N-hydrochrolic acid
  5. customto separate into two layers
  6. dry with materialThe extracted organic layer was dried with magnesium sulfate
  7. concentrationconcentrated
  8. customThe concentrated solution was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-1b95233656cc4fc6b5de99bff2cbff7a
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220465B2

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