HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(3-bromopropyl)(phenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenylmethanesulfonyl chloride | HCID 74740 | — |
| Reactant | 3-Bromopropylamine hydrobromide | HCID 78701 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3-bromopropyl)(phenyl)methanesulfonamide | HCID 43133750 | 92.4% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of phenylmethanesulfonyl chloride (2.19 g, 10 mmol) was added into a suspension of 3-bromopropan-1-amine hydrobromide (2.19 g, 10 mmol) and Et3N (2.02 g, 20 mmol) in THF (50 mL) at 0° C. The mixture was stirred at 0° C. for 5 min. TLC confirmed the completion of reaction. Solid was filtered out with suction, and the filtrate was concentrated to provide compound N-(3-bromopropyl)(phenyl)methanesulfonamide (2.7 g, quant.) as a pale yellow solid which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) δ 7.40 (m, 5H), 4.48 (m, 1H), 4.27 (s, 2H), 3.41 (t, J=6.6 Hz, 2H), 3.16 (q, 2H), 2.01 (m, 2H). LCMS (ESI), m/z, 314 and 316 [M+Na]+, Br pattern found.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115101B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-e69f2315004843b9ac7a36f2b33fb448 |
| Source note | uspto-grants-2015_08 |