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1H-1,2,4-Triazole → HCID 22329661, 화합물

HRID 1270303
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HRID 1270303 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][C:7]1[N:8]=[C:9]([CH3:26])[N:10]2[C:15]=1[C:14](=O)[NH:13][C:12]([C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[N:11]2.[NH:27]1[CH:31]=[N:30][CH:29]=[N:28]1>N1C=CC=CC=1>[CH3:6][C:7]1[N:8]=[C:9]([CH3:26])[N:10]2[C:15]=1[C:14]([N:27]1[CH:31]=[N:30][CH:29]=[N:28]1)=[N:13][C:12]([C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[N:11]2
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참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 24813Phosphorus oxychlorideHCID 1355530695,7-Dimethyl-2-(4-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

생성물 1

HCID 22329661HCID 22329661, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
20 °C

실험 절차

2.53 g (1.54 ml, 16.51 mmol) of phosphoryl chloride are added dropwise under argon to a solution of 1.57 g (5.50 mmol) of 5,7-dimethyl-2-(4-nitrophenyl)imidazo-[5,1-f][1,2,4]triazin-4-(3H)one from example 8A in 10 ml of dry pyridine at 0° C., and the mixture is stirred for 30 min at 20° C. Subsequently, 3.42 g (49.53 mmol) of 1,2,4-triazole are added, and the mixture is stirred overnight at RT. The reaction mixture is concentrated, the residue is treated with aqueous sodium hydrogencarbonate solution, and the mixture is extracted using dichloromethane. The organic phase is dried (sodium sulfate) and the solvent is removed in vacuo. The residue is purified by flash chromatography (eluent: dichloromethane/methanol 100:1).

후처리

  1. stirringthe mixture is stirred overnight at RT
  2. concentrationThe reaction mixture is concentrated
  3. additionthe residue is treated with aqueous sodium hydrogencarbonate solution
  4. extractionthe mixture is extracted
  5. dry with materialThe organic phase is dried (sodium sulfate)
  6. customthe solvent is removed in vacuo
  7. customThe residue is purified by flash chromatography (eluent: dichloromethane/methanol 100:1)

출처 및 근거

ORD 기록
ord-75882283d6b5424089c3df8e02805699
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07202243B2

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