1,4-Cyclohexadiene-1,4-dicarboxylic acid, 2,5-bis(phenylamino)-, 1,4-dimethyl ester → Quino(2,3-b)acridine-7,14-dione, 5,6,12,13-tetrahydro-

HRID 378537

반응식

HRID 378537 반응식
CO[C:3]([C:5]1[CH2:10][C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:8]([C:18]([O:20]C)=O)[CH2:7][C:6]=1[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:4]>O>[CH2:7]1[C:6]2[NH:22][C:23]3[C:24]([C:3](=[O:4])[C:5]=2[CH2:10][C:9]2[NH:11][C:12]4[C:13]([C:18](=[O:20])[C:8]1=2)=[CH:14][CH:15]=[CH:16][CH:17]=4)=[CH:25][CH:26]=[CH:27][CH:28]=3

참가 물질

3

반응물 1

HCID 786101,4-Cyclohexadiene-1,4-dicarboxylic acid, 2,5-bis(phenylamino)-, 1,4-dimethyl ester

생성물 1

HCID 79973Quino(2,3-b)acridine-7,14-dione, 5,6,12,13-tetrahydro-수율 95.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

To 120.0 g of polyphosphoric acid (118%) was added with stirring 20.0 g (52.9 mmol) of 2,5-bis(phenylamino)-1,4-cyclohexadiene-1,4-dicarboxylic acid dimethyl ester. The stirred mixture was irradiated in the microwave oven for 1.5 minutes. After the reaction mixture was cooled to 80° C., water was added with stirring. The resultant slurry was stirred for 5 minutes, after which the solid component was collected by filtration and washed with 3.0 liters of water. The presscake was dried overnight in an oven at 60° C. to give 15.9 g of 6,13-dihydroquinacridone (95.7% yield, 97.0% spectroscopic purity).

후처리

  1. customThe stirred mixture was irradiated in the microwave oven for 1.5 minutes
  2. stirringThe resultant slurry was stirred for 5 minutes
  3. filtrationafter which the solid component was collected by filtration
  4. washwashed with 3.0 liters of water
  5. customThe presscake was dried overnight in an oven at 60° C.

출처 및 근거

ORD 기록
ord-38459cfb6d284f3d8a61d9770f6fbe9f
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06031100

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