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2-Amino-5-chloropyridine → HCID 15410611, 화합물

HRID 1602205
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HRID 1602205 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.Cl[C:10]1[C:11](=[O:25])[C:12]2[C:17]([C:18](=[O:21])[C:19]=1Cl)=[C:16]([N+:22]([O-:24])=[O:23])[CH:15]=[CH:14][CH:13]=2>C(O)C>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[N:3]([C:10]3[C:11](=[O:25])[C:12]4[CH:13]=[CH:14][CH:15]=[C:16]([N+:22]([O-:24])=[O:23])[C:17]=4[C:18](=[O:21])[C:19]=3[N:1]=2)[CH:4]=1
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참가 물질

4

반응물 2

HCID 661742-Amino-5-chloropyridineHCID 43814362,3-Dichloro-5-nitro-1,4-naphthoquinone

생성물 1

HCID 15410611HCID 15410611, 화합물수율 7.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.50 g (19.0 mmol) of 2-amino-5-chloropyridine are added to a solution of 2.50 g (11.0 mmol) of 2,3-dichloro-1,4-dihydro-1,4-dioxo-5-nitronaphthalene in 500 mL of ethanol. This mixture is heated to reflux for 62 h and 50 min. The solution passes from yellow to claret-colored, then to orange. After cooling, the reaction mixture is filtered. The precipitate is washed with ethanol, then dried in an oven for 20 h. The precipitate obtained is recrystallized in 650 mL of ethanol. This precipitate is purified on a flash column (support: silica; eluent: dichloromethane). 0.260 g of 2-chloro-6,11-dihydro-6,11-dioxo-7-nitronaphtho[2',3':4,5]imidazo[1,2-a]-pyridine or 2-chloro-6,11-dihydro-6,11-dioxo-10-nitronaphtho[2',3':4,5]imidazo[1,2-a] pyridine is obtained in the form of orange crystals, and 0.495 g of 10-chloro-5,6-dihydro-5,6-dioxo-4-nitronaphtho[1',2':4,5] imidazo[1,2-a]pyridine is formed in the form of orange crystals.

후처리

  1. temperatureThis mixture is heated
  2. temperatureto reflux for 62 h and 50 min
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture is filtered
  5. washThe precipitate is washed with ethanol
  6. customdried in an oven for 20 h
  7. customThe precipitate obtained
  8. customis recrystallized in 650 mL of ethanol
  9. customThis precipitate is purified on a flash column (support: silica; eluent: dichloromethane)

출처 및 근거

ORD 기록
ord-f6d91aaf88d54cfdb59a29005ec125a9
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05981544

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