HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanamine, 3,4-dimethyl- → 3-tert-Butylamino-4-(3,4-dimethyl-benzylamino)-cyclobut-3-ene-1,2-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 3,4-dimethyl- | HCID 66888 | — |
| Reactant | 3-Butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dione | HCID 17819389 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-tert-Butylamino-4-(3,4-dimethyl-benzylamino)-cyclobut-3-ene-1,2-dione | HCID 17819359 | 74% |
Reaction Steps
Tetrahydrofuran (17 mL), 3-butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dione (1.13 g, 5 mmol, Example 1) and 3,4-dimethylbenzylamine (0.68 g, 5 mmol) were stirred together at room temperature for 2 days. Removal of solvent and trituration of the residue with diethyl ether gave 1.06 g of a light yellow solid. Four recrystallizations of this material from acetonitrile provided 0.394 g of the tide compound as a white solid: mp 264°-264° C. (softens 260° C.). MS (m/z) 286 (M+). HPLC indicates a major component (96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780505 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-0c7ee9d1b05c4af49afe65479a181b9d |
| Source note | uspto-grants-1998_07 |