HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrobenzoic acid → 1-(Ethylsulphonylaminocarbonyl)-3-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrobenzoic acid | HCID 8497 | — |
| Reactant | Ethanesulfonamide | HCID 73702 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Ethylsulphonylaminocarbonyl)-3-nitrobenzene | HCID 18957792 | 84.5% |
Reaction Steps
The title compound was prepared in the same way as that described in Example 11, Step 1, using ethyl sulphonamide (3 g, 27.5 mmol), 3-nitrobenzoic acid (4.6 g, 27.5 mmol), 4-dimethylaminopyridine (3.36 g, 27.5 mmol), 1-[3-(dimethylamino)propyl]-3-ethyl carbodiimide hydrochloride (5.28 g, 27.5 mmol) and anhydrous dichloromethane (200 ml). The title compound (6 g, 84%) was afforded as a colourless solid. mp 178°-181° C. 1H NMR (360 MHz, D6 -DMSO) δ 1.28 (3H, t, J=7.4 Hz), 3.54 (2H, q, J=7.4 Hz), 7.83 (1H, dd, J=8.0 and 8.0 Hz), 8.33-8.38 (1H, m), 8.47-8.50 (1H, m), 8.75-8.90 (1H, m), 12.40 (1H, brs).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05360802 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-b4caf17056f04c9b9fd9763b80982c90 |
| Source note | uspto-grants-1994_11 |