Réaction #1703318

Équation de réaction

dimethyl 2-aminoterephthalate

benzyl cyanoformate

→

2-benzyl 7-methyl 4-oxo-3,4-dihydroquinazoline-2,7-dicarboxylate

Rendement 98.5%

Solvants

hydrochloric acid

1,4-dioxane

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was then cooled to rt
2. 2
   Concentrationconcentrated
3. 3
   workup.ADDITIONDiethyl ether was added
4. 4
   Filtrationthe solid was filtered

Mode opératoire

To a solution of dimethyl 2-aminoterephthalate (1.70 g, 8.1 mmol) in 4.0 M hydrochloric acid in 1,4-dioxane (20 mL) was added benzyl cyanoformate (2.0 mL, 14 mmol). The reaction mixture was heated to 50° C. and stirred for 3 h. The mixture was then cooled to rt, concentrated and the residue was twice co-evaporated with toluene. Diethyl ether was added and the solid was filtered to afford 2-benzyl 7-methyl 4-oxo-3,4-dihydroquinazoline-2,7-dicarboxylate (2.7 g, 98%). LC-MS: (FA) ES+ 339.

Source