反应详情

2Methoxy-5-nitroaniline (63.06 g, 0.375 mol) and methyl 2,2,5-trimethyl-b-oxo-1,3-dioxane-5-propanoate (90.0 g, 0.391 mol) were dispersed in n-octane (500 mL) and m-xylene (100 mL) in a 2-liter three-necked flask. The mixture was heated at the boiling point while methanol was continuously removed by a very slow nitrogen sweep. After 2 hr of heating the solution was allowed to cool slowly with good stirring; the yellow-orange precipitate which formed was filtered and allowed to air dry. The crude precipitate was dissolved in ethyl ether and extracted with dilute hydrochloric acid, after which the ethereal solution was washed once with dilute sodium bicarbonate, once with water, the organic and aqueous layers separated, and the organic layer dried over magnesium sulfate. The mixture was filtered and the excess solvent removed in vacuo. The residue was recrystallized from ethyl alcohol, m.p. 113-5° C.; H-NMR was consistent. Elemental analysis calculated for C17H22N5O7: C, 55.73; H, 6.05; N, 7.65. Found: C, 55.64; H. 6.14; N, 7.53.

1. customwas continuously removed by a very slow nitrogen sweep
2. temperatureAfter 2 hr of heating the solution
3. temperatureto cool slowly with good stirring
4. customthe yellow-orange precipitate which formed
5. filtrationwas filtered
6. customto air dry
7. dissolutionThe crude precipitate was dissolved in ethyl ether
8. extractionextracted with dilute hydrochloric acid
9. washafter which the ethereal solution was washed once with dilute sodium bicarbonate, once with water
10. customthe organic and aqueous layers separated
11. dry with materialthe organic layer dried over magnesium sulfate
12. filtrationThe mixture was filtered
13. customthe excess solvent removed in vacuo
14. customThe residue was recrystallized from ethyl alcohol, m.p. 113-5° C.