HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → N-[2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenyl]-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenylamine | HCID 61354074 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenyl]-benzenesulfonamide | HCID 68296407 | 98.7% |
Reaction Steps
2-(1-Benzyl-1H-tetrazol-5-yl)-3-methylphenylamine (Intermediate 16, 0.15 g) was dissolved in pyridine (5 mL) and benzenesulfonyl chloride (0.07 g, 0.4 mmol) was added. The mixture was stirred overnight, then diluted with ethyl acetate and washed with 1N hydrochloric acid, dried with magnesium sulfate and filtered. The filtrate was evaporated to dryness and the residue was purified by flash chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane. The fractions containing the desired product were combined and evaporated to give the title compound as a white powder (0.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321740B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-3cd9335824854cae99e092d90fd48c34 |
| Source note | uspto-grants-2016_04 |