HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3,4,5-Trimethoxyphenyl)biphenyl-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,4,5-Trimethoxyaniline | HCID 32285 | — |
| Reactant | 3-Phenylbenzene-1-sulfonyl chloride | HCID 3802752 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3,4,5-Trimethoxyphenyl)biphenyl-3-sulfonamide | HCID 53363794 | 91.8% |
Reaction Steps
A mixture of 65 mg of biphenyl-3-sulfonyl chloride (0.25 mmol), 44 mg of 3,4,5-trimethoxyaniline (0.24 mmol), and 0.3 mmol of triethylamine in 5 mL DMF was stirred overnight. The reaction mixture was treated with water and extracted with ethyl acetate. After a conventional workup, column chromatography (silica gel, petroleum ether/ethyl acetate) gave 88 mg compounds (4d) (91.7%). 1H NMR (500 MHz, CDCl3) δ 7.96 (t, 1H, J=1.8 Hz), 7.81-7.74 (m, 2H), 7.57-7.40 (m, 6H), 6.33 (s, 2H), 3.86 (s, 3H), 3.80 (s, 6H). MS (ESI) m/z 422.1 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822513B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-5ceb9119a1ea43b782f95bdd26dc728f |
| Source note | uspto-grants-2014_09 |