Reaktion #1568

Reaktionsgleichung

hydrogen

isopropyl 3-(2-chloro-4-fluoro-5-nitrophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

hydrogen

ether

→

title product

Isopropyl 3-(5-amino-2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

Lösungsmittel

methylene chloride

ethyl acetate

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture is then filtered
2. 2
   Einengenconcentrated in vacuo
3. 3
   Sonstigeto obtain a foam
4. 4
   Sonstigegives a yellow foam which
5. 5
   FiltrationThe reaction mixture is then filtered
6. 6
   Einengenconcentrated in vacuo

Vorschrift

A mixture of isopropyl 3-(2-chloro-4-fluoro-5-nitrophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate (34.8 g, 0.0835 mol) and 5% platinum on carbon (3.48 g) in ethyl acetate is hydrogenated until about 90 psi of hydrogen is taken up. The reaction mixture is then filtered and concentrated in vacuo to obtain a foam. Column chromatography of the foam using silica gel and 10% to 20% ether in methylene chloride solutions gives a yellow foam which contains two compounds. A mixture of the foam and 5% platinum on carbon (3.5 g) in ethyl acetate is hydrogenated until 5 psi of hydrogen is taken up. The reaction mixture is then filtered and concentrated in vacuo to give the title product as a yellow foam which is identified by NMR spectral analyses.

Quelle