HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22229400, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 5-(Bromomethyl)thiophene-2-carbonitrile | HCID 10560016 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 22229400 | HCID 22229400 | 83% |
Reaction Steps
A solution of 2-cyano-5-(bromomethyl)thiophene (compound 3-3, 3.5 g, 17.3 mmol) and sodium azide (Aldrich, 1.7 g, 26 mmol) in DMF (Aldrich, 60 ml) was stirred at ambient temperature for 10 hours. Flash column chromatography (20% ethyl acetate in hexane) gave the title compound (2.35 g, 83%). TLC: Rf 0.48 (20% of ethyl acetate in hexane); 1H NMR (CDCl3): δ 4.56 (s, 2H), 7.01 (d, 1H, J=3.7 Hz), 7.55 (d, 1H, J=3.7 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586405B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-527db6b621f449b7a79d8b37da25af4c |
| Source note | uspto-grants-2003_07 |