HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 70023713, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 18519016 | HCID 18519016 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70023713 | HCID 70023713 | 64% |
Reaction Steps
To 7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-4-carboxylic acid (16.5 g, 78.4 mmol) in 100 mL DMF was added in succession solid HOBT (213 g, 1573 mmol), solid EDC hydrochloride (30.1 g, 157.0 mmol), and 25% aqueous ammonia (18 ml, 128.4 mmol). After stirring for 48 h, the reaction mixture was diluted with 200 mL ethyl acetate and washed with water, 1N HCl, saturated NaHCO3, sated NH4Cl, and brine. Drying over Na2SO4 and concentration yielded the amide as a tan solid (10.5 g, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06576766B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-87c1997810a541a6b16b3711eb1a888a |
| Source note | uspto-grants-2003_06 |