Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-Bromothiophene-2-carboxaldehyde | HCID 2797079 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 4155502 | HCID 4155502 | 76.1% |
Reaction Steps
3-Bromothiophene-2-carbaldehyde (1) (2000 mg, 10.47 mmol) was treated with sodium azide (1994 mg, 30.7 mmol) in DMSO (27 ml). The reaction was heated to 65° C. for 48 h in a sealed 40 mL vial. The reaction mixture was then taken up into H2O (35 mL) and extracted with diethyl ether (3×20 mL). The organic product layer was washed with 25 ml of saturated NaCl solution, dried over Na2SO4, and concentrated in vacuo to give 3-azidothiophene-2-carbaldehyde (1.22 g, 76% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09303042B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-40eaa0e223ba48bba6d8d2c367e191b3 |
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| Source note | uspto-grants-2016_04 |
|---|