HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-bromo-4-hydroxy-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Bromo-4-hydroxybenzoic acid | HCID 84368 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-bromo-4-hydroxy-N-methylbenzamide | HCID 70665240 | — |
Reaction Steps
To a stirred solution of 3-bromo-4-hydroxybenzoic acid (Commercial eg Aldrich) (2.0 g), EDC (2.65 g), HOBT (1.41 g) and TEA (6.2 ml) in DCM (60 ml) was added methylamine hydrochloride (1.87 g). This was stirred at 25-30 C. for 16 h. The solvent was removed under reduced pressure. The residue was dissolved in water and extracted with ethyl acetate. The organics were dried (sodium sulphate) and concentrated in vacuo to yield the title compound, 0.57 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447074B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-73951faffad54d90a70b4ff151fef538 |
| Source note | uspto-grants-2016_09 |