HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67219086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Reactant | 5-Chloro-4-nitrothiophene-2-sulfonyl chloride | HCID 2735783 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67219086 | HCID 67219086 | 72% |
Reaction Steps
To a stirred solution of tert-butyl N-(2-aminoethyl)-carbamate (0.46 g, 2.87 mmol) in THF (6 ml) was added at 0° C. (ice water bath) 5-chloro-4-nitrothiophene-2-sulfonyl chloride (0.5 g, 1.91 mmol) and triethylamine (0.29 ml, 2.1 mmol). The light yellow suspension was stirred at room temperature for 17 h, and evaporated. The crude product was further purified by flash chromatography on silica gel (ethyl acetate/heptane), and subsequent crystallization from ethyl acetate/hexane to yield [2-(5-chloro-4-nitro-thiophene-2-sulfonylamino)-ethyl]-carbamic acid tert-butyl ester (0.53 g, 72%) as a light yellow solid. MS (ISP) 384.1 [(M−H)−], mp 147° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361659B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-bfdc59b51692428caefcea87c377e2f8 |
| Source note | uspto-grants-2008_04 |