Sources of common compounds: 4-Aminophenyl 4-aminobenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20610-77-9, name is 4-Aminophenyl 4-aminobenzoate, A new synthetic method of this compound is introduced below., name: 4-Aminophenyl 4-aminobenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20610-77-9, name is 4-Aminophenyl 4-aminobenzoate, A new synthetic method of this compound is introduced below., name: 4-Aminophenyl 4-aminobenzoate

4.56 g of 4-aminophenyl 4-aminobenzoate (20.0 mM) were suspended in 140 ml of water and 25 ml of hydrochloric acid 37 %. The suspension was cooled to 3 C and a solution of 2.83 g of sodium nitrite (41.0 mM) in 10 ml of water was added dropwise. When the addition was complete, the mixture was stirred for 1 h at 3C, then the excess of nitrite was destroyed by addition of ca. 0.5 g of amidosulfonic acid and the mixture was stirred for further 10 min. This diazo-solution was added to a solution of 5.73 g of 1-naphthylamine (40.0 mM) in 40 ml of ethanol at 5-10C. When addition was complete, the coupling mixture was stirred for 1 h at 3 C, then 37.0 g of potassium acetate were added and stirring was continued for 0.5 h. The pH of this mixture was then adjusted to pH = 7 by addition of ammonia solution 26 %. The mixture was poured onto 800 ml of ice-water and the dark precipitate was filtered off, washed with water and dried to give 17.60 g of dark crystals. These crystals were boiled for 1 h in 150 ml of methanol, the formed suspension was cooled to room temperature and the solid was filtered off, washed with methanol and dried to give 6.60 g (12.3 mM, 61 %) of 4-[(E)-(4-amino-1-naphthyl)diazenyl]phenyl 4-[(E)-(4-amino-1-naphthy)diazenyl]benzoate as dark crystals.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Rolic AG; EP1593713; (2005); A1;,
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