HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178457340, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite | HCID 2734844 | — |
| Reactant | HCID 178526901 | HCID 178526901 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178457340 | HCID 178457340 | 95% |
Reaction Steps
To a stirred solution of 3-nitro-1,2,4-triazole (9.64 g, 84.50 mmol) and triethylamine (14.0 mL, 10.26 g, 101.4 mmol) in THF (200 mL) was added dropwise chloro-2-cyanoethoxy-N,N-diisopropylaminophosphine (20.0 g, 84.50 mmol) at room temperature. The mixture was stirred overnight at room temperature. The reaction mixture was filtered to remove the resulting salt, and the solvent was removed under reduced pressure to give the crude product as a pale brown oil (24.9 g, 95%). After standing at room temperature, the oil becomes a pale yellow wax-like solid. 1H NMR (CDCl3 δ 8.39 (s, 1H), 4.09 (m, 2H), 3.51 (m, 2H), 2.81 (m, 2H), 1.19 (d, J=6.0 Hz, 6H), 1.07 (d, J=9.0 Hz, 6H). 31P NMR (CDCl3) δ 133.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06340749B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-13337c9efd234c05a505f2fb47b47483 |
| Source note | uspto-grants-2002_01 |