HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-Amino-2-chlorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Amino-2-chlorobenzoic acid | HCID 459315 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Amino-2-chlorobenzamide | HCID 54409626 | — |
Reaction Steps
To a solution of 3-amino-2-chlorobenzoic acid (5.8 mmol) in 12 mL DCM were added 3.0 mL DIPEA, HOBT (7.0 mmol) and EDC.HCl (7.0 mmol) followed by the addition of 0.67 mL of a solution of NH3 in water (13M). The mixture was stirred at RT overnight, EtOAc was then added and the mixture was extracted with water, sat. aq. NaHCO3 solution and brine. The organic layer was dried over MgSO4 and concentrated in vacuo to obtain the desired compound as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221832B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-94310c0c15f946ef87d7511c86cc4499 |
| Source note | uspto-grants-2015_12 |