HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59799624, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoacetamide | HCID 3727 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl 2-amino-5-hydroxybenzoate | HCID 819940 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59799624 | HCID 59799624 | 64% |
Reaction Steps
To a suspension of NaH (299 mg, 7.48 mmol) in DMF (20 ml) at 0° under argon atmosphere was added methyl 2-amino-5-hydroxybenzoate (1.25 g, 7.48 mmol) and 2-iodoacetamide (1.38 g, 7.48 mmol). The mixture was stirred at 0° for 1 hr and at r.t overnight. At 0° water was given to the reaction mixture. The product was extracted with EtOAc. The organic layers were dried over MgSO4, filtered and concentrated. The crude product was purified by silica gel chromatography using a methylenchloride gradient to obtain the title compound (1.03 g, 64%) as off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623866B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-5d6acaf53d4e46d782f26f07d9087b75 |
| Source note | uspto-grants-2014_01 |