Reacción #63729

Ecuación de reacción

5,7-dihydro-5,5,7,7-tetramethyl-2-[[(3-methyl -4-nitro-2-pyridyl)methyl)thio]indeno[5,6-d]imidazol-6(1H)-one

sodium methylate

→

5,7-dihydro-2-[[(4-methoxy-3 -methyl-2-pyridyl)methyl]thio]-5,5,7,7-tetramethylindeno[5,6-d]imidazol-6(1H)-one

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 18 houre under argon
2. 2
   ConcentraciónAfter concentrating the reaction mixture in vacuo the residue
3. 3
   workup.ADDITIONis treated with methylene chloride, whereupon the mixture
4. 4
   Extracciónthe methylene chloride phase is extracted several times with a sodium bicarbonate solution
5. 5
   Otrodried
6. 6
   Otroevaporated
7. 7
   OtroBy recrystallisation from ethyl acetate

Procedimiento

A solution of 4.4 g (0.011 mol) of 5,7-dihydro-5,5,7,7-tetramethyl-2-[[(3-methyl -4-nitro-2-pyridyl)methyl)thio]indeno[5,6-d]imidazol-6(1H)-one in 100 ml of abs. methanol is treated with 3 g of sodium methylate, whereupon the mixture is boiled at reflux for 18 houre under argon. After concentrating the reaction mixture in vacuo the residue is treated with methylene chloride, whereupon the mixture is buffered by means of glacial acetic acid; the methylene chloride phase is extracted several times with a sodium bicarbonate solution, dried and evaporated. By recrystallisation from ethyl acetate there is obtained 5,7-dihydro-2-[[(4-methoxy-3 -methyl-2-pyridyl)methyl]thio]-5,5,7,7-tetramethylindeno[5,6-d]imidazol-6(1H)-one of melting point 222°-226°.

Fuente