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Sulfuric Acid → HCID 54326466, 화합물

HRID 584656
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HRID 584656 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[C:6]([CH3:14])=[N:5]2.S(=O)(=O)(O)O.[F:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=1>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[C:6]([CH:14]=[CH:25][C:24]1[CH:27]=[CH:28][C:21]([F:20])=[CH:22][CH:23]=1)=[N:5]2
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참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 680234-FluorobenzaldehydeHCID 110642126,7-dichloro-3-methyl-3,4-dihydroquinoxalin-2(1H)-one

생성물 1

HCID 54326466HCID 54326466, 화합물수율 99%

시약·촉매·용매 1

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester용매

반응 조건

온도
85 °C

실험 절차

6,7-Dichloro-3-methyl-1H-quinoxalin-2-one (5 g, 22 mmol) (prepared as described in: Collins, J. L.; Dambek, P. J.; Goldstein, S. W.; Faraci, W. S. Bioorg. Med. Chem. Lett. 1992, 2, 915-8) was dissolved in a mixture of glacial acetic add (100 ml) and 98% sulfuric acid (10 ml). 4-Fluorobenzaldehyde (2.3 ml, 22 mmol) was added and the resulting mixture was stirred at reflux temperature for 3.5 hours. The mixture was allowed to cool to 85° C. and then poured onto ice (500 ml). The solid was filtered, washed with water and ethyl acetate and dried in vacuo at 30° C. overnight to afford 7.2 g (99%) of 6,7-dichloro-3-[2-(4-fluorophenyl)vinyl]-1H-quinoxalin-2-one.

후처리

  1. temperatureat reflux temperature for 3.5 hours
  2. additionpoured onto ice (500 ml)
  3. filtrationThe solid was filtered
  4. washwashed with water and ethyl acetate
  5. customdried in vacuo at 30° C. overnight

출처 및 근거

ORD 기록
ord-6db8a7d819374d089def69b00983b472
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06927214B1

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