HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 24987863, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 44217679 | HCID 44217679 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24987863 | HCID 24987863 | — |
Reaction Steps
N2-(5-Methyl-furan-2-ylmethyl)-quinoline-2,5-diamine (example 26, step A+B, 200 mg, 0.791 mmol) was dissolved in 2 mL N,N-dimethylformamide. N,N-Diisopropyl ethyl amine (104 mg; 0.806 mmol) and benzenesulfonyl chloride (155 mg, 0.876 mmol) were added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into 50 mL water and extracted three times with ethyl acetate (50 mL each). The combined organic extracts were dried with sodium sulfate, filtered and evaporated. The residue purified by flash chromatography on silica gel (cyclohexane/ethyl acetate/methanol 100:0:0->0:90:10 gradient). The title compound was obtained as a yellow solid (130 mg, 42%), MS: m/e=394.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825253B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-59b914f336bd4de598434f4447efd021 |
| Source note | uspto-grants-2010_11 |