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Trifluoroacetic acid → 6-Chloroquinoxaline-2,3-dicarbonitrile

HRID 1755703
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HRID 1755703 반응식
[NH:1]=[C:2]([C:7]#[N:8])[C:3](=[NH:6])[C:4]#[N:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13](N)=[C:12](N)[CH:11]=1.FC(F)(F)C(O)=O>O>[Cl:9][C:10]1[CH:11]=[C:12]2[C:13](=[CH:14][CH:15]=1)[N:6]=[C:3]([C:4]#[N:5])[C:2]([C:7]#[N:8])=[N:1]2
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 72634-Chloro-1,2-diaminobenzeneHCID 1199242,3-Diiminobutanedinitrile

생성물 1

HCID 3038656-Chloroquinoxaline-2,3-dicarbonitrile수율 59.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 0.5 g (4.7 mmols) of the diiminosuccinonitrile and 0.67 g (4.7 mmols) of 4-chloro-1,2-phenylenediamine was slowly added to 10 ml of trifluoroacetic acid at about 20° C. over a period of 30 minutes, and the resulting mixture was stirred at room temperature for 8 hours and then allowed to stand overnight. To the reaction mixture was added 50 ml of water, and the solid precipitated was filtered and sufficiently washed with water. The solid thus obtained was dried under reduced pressure, followed by a silica gel column chromatography (eluent: hexane/ethyl acetate (75/25)) and then recrystallization from chloroform/ethanol, wherein 0.6 g (59%) of 6-chloro-2,3-dicyanoquinoxaline was obtained as colorless crystals.

후처리

  1. waitto stand overnight
  2. customthe solid precipitated
  3. filtrationwas filtered
  4. washsufficiently washed with water
  5. customThe solid thus obtained
  6. customwas dried under reduced pressure
  7. customrecrystallization from chloroform/ethanol

출처 및 근거

ORD 기록
ord-e72353d543a74c4ca334f8ffb7ce053b
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05438135

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