Réaction #63831

Équation de réaction

ethyl [2-[[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]hydrazono]-2-cyanoacetyl]carbamate

potassium acetate

→

2-[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]-2,3,4,5-tetrahydro-3,5-dioxo-1,2,4-triazine-6-carbonitrile

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   Températureat reflux temperature
2. 2
   AutreThe reaction mixture is evaporated in vacuo
3. 3
   workup.STIRRINGThe residue is stirred in water
4. 4
   FiltrationThe product is filtered off
5. 5
   workup.DISSOLUTIONdissolved in trichloromethane
6. 6
   AutreThe organic layer is dried
7. 7
   Filtrationfiltered
8. 8
   Autreevaporated
9. 9
   AutreThe residue is purified by column chromatography over silica gel using
10. 10
    workup.ADDITIONa mixture of trichloromethane and methanol (90:10 by volume) as eluent
11. 11
    AutreThe pure fractions are collected
12. 12
    Autrethe eluent is evaporated in vacuo

Mode opératoire

A mixture of 8.3 parts of ethyl [2-[[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]hydrazono]-2-cyanoacetyl]carbamate, 1.77 parts of anhydrous potassium acetate and 100 parts of acetic acid is stirred for 2 hours at reflux temperature. The reaction mixture is evaporated in vacuo. The residue is stirred in water. The product is filtered off and dissolved in trichloromethane. The organic layer is dried, filtered and evaporated. The residue is purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated in vacuo, yielding 2-[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]-2,3,4,5-tetrahydro-3,5-dioxo-1,2,4-triazine-6-carbonitrile.

Source