Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 4-Nitrotoluene | HCID 7473 | — |
| Reactant | Diacetamide | HCID 12263 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 13115425 | HCID 13115425 | 65% |
Reaction Steps
To a solution of p-nitrotoluene (2.74 g; 0.02 mol) and diacetamide (4.24 g; 0.04 mol) in concentrated sulfuric acid (20 ml) is added aqueous formaldehyde (37%; 1.6 g; 0.02 mol) dropwise with stirring. The reaction mixture is stirred at room temperature for 17 hours, heated to 55° C. for 8 hours and then to 85° C. for 19 hours. The mixture is then poured onto ice. The resulting colorless precipitate is removed by filtration and recrystallized from aqueous ethanol to give 2.7 g of product (65% yield) having a melting point of 133° to 137.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04395577 |
|---|
| Source dataset | uspto-grants-1983_07 |
|---|
| ORD ID | ord-e87131df6bfa48e1bf1bef72c29fee39 |
|---|
| Source note | uspto-grants-1983_07 |
|---|