Methyl iodide → 5-Nitro-1-methyl-uracil

HRID 1251357

반응식

HRID 1251357 반응식
[N+:1]([C:4]1[C:5](=[O:11])[NH:6][C:7](=[O:10])[NH:8][CH:9]=1)([O-:3])=[O:2].[C:12](=O)([O-])[O-].[K+].[K+].IC.[OH-].[Na+]>CN(C)C=O.O>[N+:1]([C:4]1[C:5](=[O:11])[NH:6][C:7](=[O:10])[N:8]([CH3:12])[CH:9]=1)([O-:3])=[O:2]

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 691355-Nitrouracil

생성물 1

HCID 27557345-Nitro-1-methyl-uracil수율 77%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

5-nitrouracil (10.00 g, 64 mmole) and potassium carbonate were stirred in dimethylformamide (50 mL) for 15 min. A solid formed. Iodomethane (5.3 mL, 85 mmol) was added and the flask was shaken until the solid dissolved. After the reaction mixture was stirred for 30 min., 2% NaOH (w/v) (200 mL) was added, followed by water (100 mL). The solution was washed with ethyl acetate (100 mL), and the aqueous layer was acidified to pH 3 with 1.0N HCl. A precipitate formed as the pH was lowered. After allowing the heterogeneous solution to stand for 16 hours, the product was filtered, washed with water, and air dried. The title compound was isolated in 77% yield as a yellow powder; m.p. 249 to 250° C.

후처리

  1. customA solid formed
  2. dissolutiondissolved
  3. stirringAfter the reaction mixture was stirred for 30 min.
  4. washThe solution was washed with ethyl acetate (100 mL)
  5. customA precipitate formed as the pH
  6. filtrationthe product was filtered
  7. washwashed with water, and air
  8. customdried

출처 및 근거

ORD 기록
ord-3760e7218c3b4f6b8b489a50c602d3cb
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342504B1

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