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

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.

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

ORDレコード

ord-3760e7218c3b4f6b8b489a50c602d3cb

出典データセット

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06342504B1