Potassium Carbonate → HCID 59514412, 화합물

HRID 1159353노트

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HRID 1159353 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:24])[N:7]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[C:8](=[O:15])[C:9]3[C:14]=2[C:13]=1[CH:12]=[CH:11][CH:10]=3.C([O-])(=O)C.[K+].C(=O)([O-])[O-].[K+].[K+].Br[C:37]1[CH:46]=[CH:45][C:44]2[N:43]([CH3:47])[C:42](=[O:48])[CH:41]=[C:40]3[C:49]4[C:54]([C:55](=[O:56])[C:38]=1[C:39]=23)=[CH:53][CH:52]=[CH:51][CH:50]=4>CO.ClC1C=CC=CC=1Cl>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:7]1[C:6](=[O:24])[C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:37]3[CH:46]=[CH:45][C:44]4[N:43]([CH3:47])[C:42](=[O:48])[CH:41]=[C:40]5[C:49]6[C:54]([C:55](=[O:56])[C:38]=3[C:39]=45)=[CH:53][CH:52]=[CH:51][CH:50]=6)=[C:13]3[C:14]=2[C:9](=[CH:10][CH:11]=[CH:12]3)[C:8]1=[O:15]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 664923H-Naphtho[1,2,3-de]quinoline-2,7-dione, 6-bromo-3-methyl-2회HCID 75589Solvent Yellow 44HCID 517044Potassium Acetate

생성물 1

HCID 59514412HCID 59514412, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 72391,2-Dichlorobenzene용매2회

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온도
120 °C

실험 절차

To a three-necked round-bottomed flask equipped with a thermometer and a Dean-Stark apparatus was charged 6-amino-2-(2,4-dimethylphenyl)benzo[de]isoquinoline-1,3-dione (4.69 g), potassium acetate (1.443 g), potassium carbonate (2.032 g), cupric acetate (0.1262 g), cupric iodide (0.120 g), and ortho-dichlorobenzene (45 ml) to obtain a mixture. The mixture was heated to 120° C. in about 10 minutes. After being maintained at 120° C. for about 30 minutes, 6-bromo-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione (5 g) and ortho-dichlorobenzene (45 ml) were added to the mixture. Then the temperature of the resulting reaction mixture was raised to 165° C. over a period of about 1.5 hours. After being maintained at this temperature for about 4 hours, formation of a red solid was observed. A portion of the reaction mixture was spotted on a TLC plate and viewed under ultraviolet radiation to monitor the disappearance of the starting materials 6-amino-2-(2,4-dimethyl)phenyl-benzo[de]isoquinoline-1,3-dione and 6-bromo-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione. After being heated for 2 more hours at the same temperature, TLC analysis of the reaction mixture indicated the absence of both the starting materials. The reaction mixture was then cooled, poured into 175 ml of methanol, filtered, and the filter cake was washed with 2 to 3 100 ml portions of methanol to give the desired product in a yield of 7.2 g.

후처리

  1. customTo a three-necked round-bottomed flask equipped with a thermometer
  2. customto obtain a mixture
  3. temperatureAfter being maintained at 120° C. for about 30 minutes
  4. customThen the temperature of the resulting reaction mixture
  5. temperaturewas raised to 165° C. over a period of about 1.5 hours
  6. temperatureAfter being maintained at this temperature for about 4 hours
  7. temperatureAfter being heated for 2 more hours at the same temperature, TLC analysis of the reaction mixture
  8. temperatureThe reaction mixture was then cooled
  9. filtrationfiltered
  10. washthe filter cake was washed with 2 to 3 100 ml portions of methanol

출처 및 근거

ORD 기록
ord-bb5fd504559843728d1b246842937900
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812076B2

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