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 23, 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); 1HNMR (CDCl3) δ4.56 (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 | US06541467B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-5d913382155745feb3406c3f101d9623 |
| Source note | uspto-grants-2003_04 |