HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanamine, 3,5-dichloro- → 3-(3,5-Dichloro-benzylamino)-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 3,5-dichloro- | HCID 457602 | — |
| Reactant | 3-Butoxy-4-(1,1-dimethylpropylamino)-cyclobut-3-ene-1,2-dione | HCID 15838837 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3,5-Dichloro-benzylamino)-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione | HCID 53785671 | 76.7% |
Reaction Steps
A solution of 3-butoxy-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione (1,20 g, 5 mmol, Example 3), 3,5-dichlorobenzylamine (0.88 g, 5 mmol) and tetrahydrofuran (15 mL) was stirred at room temperature for 3 days. The reaction mixture was processed as in Example 2, Step 4. The crude product was recrystallized (twice) from methanol to provide 1.309 g of the title compound as a white solid: mp 257°-258° C. (dec). MS (m/z) 340/342/344 (M+). HPLC indicates a major component (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780505 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-61cf12a47c924c7bb2645d5ec574f919 |
| Source note | uspto-grants-1998_07 |