Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 4155502 | HCID 4155502 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Solvent | Propan-2-one--water (1/1) | HCID 18366337 | — |
| Product | HCID 4172708 | HCID 4172708 | 75% |
Reaction Steps
3-Azidothiophene-2-carbaldehyde (1.22 g, 8.0 mmol) was dissolved in 30 mL of acetone:H2O (2:1) and treated with sulfamic acid (1.16 g, 12.0 mmol). Sodium chlorite (1.27 g, 17.1 mmol) was added and stirred at 0° C. for 30 min. The mixture was alkalinized to pH 9 with sodium carbonate, and the product was washed with diethyl ether (10 mL). The aqueous layer was carefully treated with aqueous concentrated HCl to pH 1. The product was extracted with diethyl ether (3×10 mL), dried over Na2SO4, and concentrated in vacuo to give 13a (1.01 g, 75% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09303042B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-81d44eba7a124d3e9612bc19a08b258d |
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| Source note | uspto-grants-2016_04 |
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