Reacción #95503

Ecuación de reacción

1'-cyano-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]

sodium hydroxide

→

1'-carbamoyl-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine]

Disolventes

glyme

hydrochloric acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux under nitrogen for 1.5 hours
2. 2
   Concentraciónconcentrated
3. 3
   workup.DISSOLUTIONThe residue is dissolved in hot chloroform
4. 4
   Lavadowashed with saturated sodium chloride
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Otroto give a crude product
7. 7
   OtroRecrystallization from hot dimethylsulfoxide-dioxane-ether

Procedimiento

9.93 g of 1'-cyano-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine] of Example 37 in 150 ml glyme and 100 ml 6 M aqueous hydrochloric acid is heated at reflux under nitrogen for 1.5 hours. The mixture is cooled to 0° C., made basic with 50% aqueous sodium hydroxide (40 ml) and concentrated. The residue is dissolved in hot chloroform, washed with saturated sodium chloride, dried over anhydrous magnesium sulfate and contrated to give a crude product. Recrystallization from hot dimethylsulfoxide-dioxane-ether affords 1'-carbamoyl-1-(2-nitrophenyl)spiro[indoline-3,4'-piperidine], mp 217.5°-219.0° C.

Fuente