Potassium Carbonate → 1-Allyl-4-(5-nitropyridin-2-yl)piperazine

HRID 444956노트

반응식

HRID 444956 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:17]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)[CH:18]=[CH2:19]>CN(C)C=O>[CH2:17]([N:20]1[CH2:25][CH2:24][N:23]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH2:22][CH2:21]1)[CH:18]=[CH2:19]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 8064221-Allylpiperazine

생성물 1

HCID 691460181-Allyl-4-(5-nitropyridin-2-yl)piperazine수율 23%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

2.0 g (12.61 mmol) of 2-chloro-5-nitropyridine were dissolved in 8 ml of dimethylformamide, and 3.49 g (25.23 mmol) of potassium carbonate were added. After that, a solution of 1.75 g (13.88 mmol) of N-allylpiperazine in 2 ml of dimethylformamide was added slowly dropwise to the reaction mixture (exothermic reaction). The reaction mixture was then stirred at room temperature for 2 hours. After the solvent had been concentrated down to dryness, the resulting residue was stirred up in 100 ml of heptane. The precipitate which remained was filtered off with suction. The filtrate was concentrated, resulting in 720 mg of the title compound. The precipitate which had been filtered off with suction was treated with 150 ml of water and extracted three times with diethyl ether. The organic phase was washed with a saturated solution of sodium chloride and dried over sodium sulfate. A further 2.24 g of the title compound were isolated after the solvent had been filtered and concentrated down to dryness. The total yield of 1-allyl-4-(5-nitropyridin-2-yl)piperazine was 2.96 g (95% of theory).

후처리

  1. concentrationAfter the solvent had been concentrated down to dryness
  2. stirringthe resulting residue was stirred up in 100 ml of heptane
  3. filtrationThe precipitate which remained was filtered off with suction
  4. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-1119197eb4604e688ab7ec14b9f75cbd
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476275B2

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