Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phenyl glycidyl ether | HCID 31217 | — |
| Reactant | Fumaric Acid | HCID 444972 | — |
| Reactant | HCID 20237811 | HCID 20237811 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70454158 | HCID 70454158 | — |
Reaction Steps
3.8 g. Phenyl glycidyl ether and 9.8 g. 4-(2-aminoethylamino)-5-methyl-1,3-diethylpyrimidine-2,6(1H,3H)-dione are dissolved in 10 ml. dimethylformamide and left to stand for 24 hours at ambient temperature. The reaction mixture is then poured into water, extracted with methylene chloride, dried and chromatographed on silica gel using, as elution agent, methylene chloridemethanol (9:1 v/v). The yellowish oil (6.8 g.) obtained by evaporation of the pure fractions is dissolved in ethyl acetate, whereafter a solution of 2.1 g. fumaric acid in ethyl acetate is added thereto. The crystalline precipitate obtained is filtered off with suction and washed with ethyl acetate. There are obtained 5.4 g. (42% of theory) of the desired product in the form of colorless crystals which melt at 141°-142° C., with bubble formation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04438128 |
|---|
| Source dataset | uspto-grants-1984_03 |
|---|
| ORD ID | ord-f9fa6ce7d0e5493a8cd416ff5b2c99eb |
|---|
| Source note | uspto-grants-1984_03 |
|---|