HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2,3-Dihydro-1,4-benzodioxine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1) | HCID 113175 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1,4-Benzodioxane-6-carboxylic Acid | HCID 2758833 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,3-Dihydro-1,4-benzodioxine-6-carboxamide | HCID 659279 | 31.2% |
Reaction Steps
To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (3.54 g) in DMF (80 mL) were added HOBt-NH3 (4.48 g) and EDCI HCl (5.65 g) at room temperature. The reaction mixture was stirred at room temperature for 3 days, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was washed with hexane to give the title compound (1.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150591B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0ed17a1e2b934c36a80c54d13e19d1c8 |
| Source note | uspto-grants-2015_10 |