Dimethyl malonate → HCID 2764544, 화합물

HRID 63411노트

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HRID 63411 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]([O:18][CH3:19])(=[O:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14].[H-].[Na+]>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([CH:12]([C:11]([O:18][CH3:19])=[O:17])[C:13]([O:15][CH3:16])=[O:14])=[N:3][CH:4]=1)([O-:10])=[O:9]

참가 물질

5

반응물 3

HCID 7943Dimethyl malonateHCID 24758Sodium hydride2회HCID 783082-Chloro-5-nitropyridine

생성물 1

HCID 2764544HCID 2764544, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

A mixture of 2-chloro-5-nitropyridine (25.0 g, 158 mmol) and dimethyl malonate (21.9 g, 166 mmol) in DMF (150 mL) was cooled to 0° C., and sodium hydride (6.50 g of a 60% dispersion in mineral oil, 162 mmol) was added in small portions. The mixture was stirred at 0° C. for 1 hour following completion of the addition. Then, another equivalent of sodium hydride (6.5 g of a 60% dispersion in mineral oil, 162 mmol) was added in small portions. The reaction was quenched by the addition of acetic acid (10 mL), and the mixture was evaporated to dryness. The residue was triturated with diethyl ether (150 mL) overnight and filtered, providing crude dimethyl 2-(5-nitropyridin-2-yl)malonate as an orange solid.

후처리

  1. additioncompletion of the addition
  2. customThe reaction was quenched by the addition of acetic acid (10 mL)
  3. customthe mixture was evaporated to dryness
  4. customThe residue was triturated with diethyl ether (150 mL) overnight
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-e6f40d01174d492584d8cc25340a9d6d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447070B2

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