HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine, m-trifluoromethyl- → 3-(4-Methoxy-phenyl)-4-[2-(3-trifluoromethyl-phenyl)-ethylamino]-cyclobut-3-ene-1,2-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine, m-trifluoromethyl- | HCID 104223 | — |
| Reactant | 3-Isopropoxy-4-(4-methoxy-phenyl)-cyclobut-3-ene-1,2-dione | HCID 14737843 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(4-Methoxy-phenyl)-4-[2-(3-trifluoromethyl-phenyl)-ethylamino]-cyclobut-3-ene-1,2-dione | HCID 9885941 | 68% |
Reaction Steps
In a manner similar to Example 1, Step 2; 3-isopropoxy-4-(4-methoxy-phenyl)-cyclobut-3-ene-1,2-dione (0.150 g, 0.609 mmol) and 3-trifluoromethylphenethyl-amine (0.23 g, 1.22 mmol) in ethanol (3 mL) were converted to the title compound (0.155 g, 68%) m.p. 220.2-222.3° C.; 1H NMR (DMSO-d6) δ9.05(br t,1H), 7.95(ABq, 2H), 7.60-7.45(m,4H), 7.08(ABq,2H), 3.94(br t,2H), 3.83(s,3H), 3.04(t,3H); IR (KBr) 3210, 3170, 1775, 1780, 1575, 1360, 1325, 1175, 1125, 1070, 1020, 840, 800, 695 cm−1; MS (m/z) 375 [M+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06462059B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-74d376fa6ad240ecace7076ed103ebaa |
| Source note | uspto-grants-2002_10 |