Reaction #50004

Reaction equation

Ethyl piperidine-2-carboxylate

2,4-dichloro-6-fluoro-7-isocyanato-benzothiazole

→

N-(2,4-dichloro-6-fluorobenzothiazol-7-yl)-perhydroimidazo[1,5-a]pyridine-1,3-dione

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   TemperatureThe mixture was heated for 5 hours
2. 2
   Temperatureunder reflux
3. 3
   TemperatureAfter cooling
4. 4
   Otherthe solvent was removed in vacuo
5. 5
   Otherthe residue recrystallised several times from ethyl acetate

Procedure

2.6 g Ethyl piperidine-2-carboxylate was added to a solution of 4.2 g 2,4-dichloro-6-fluoro-7-isocyanato-benzothiazole in 50 ml tetrahydrofuran. The mixture was heated for 5 hours under reflux. After cooling, the solvent was removed in vacuo and the residue recrystallised several times from ethyl acetate. Yield: 2.5 g=42% of theory m.p.: 168°-170° C.

Source