HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → N-methyl-2-oxoindoline-5-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride | HCID 4962506 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-methyl-2-oxoindoline-5-sulfonamide | HCID 10176909 | 74% |
Reaction Steps
A dry round-bottom flask was charged with 1 mL of a 2.0 M solution of H2NMe in THF. 2-oxoindoline-5-sulfonyl chloride (100 mg, 0.432 mmol) was then added and the reaction stirred overnight. The solvents were removed and the residue purified by column chromatography (silica gel, 93:7 CH2Cl2/MeOH) to give 73 mg, 74% of a brown solid. 1H NMR (400 MHz, CD3OD) δ 7.73 (d, J=8.8 Hz, 1H), 7.72 (s, 1H), 7.03 (d, J=8.0 Hz, 1H), 3.35 (s, 2H), 2.52 (s, 3H); MS ESI 226.9 [M+H]+, calcd for [C9H10N2O3S+H]+ 227.05.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765748B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-912ea9765371435e9afa9154584152f0 |
| Source note | uspto-grants-2014_07 |