HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-amino-4,6-dimethoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-4,6-dimethoxybenzoic acid | HCID 11658456 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-amino-4,6-dimethoxybenzoate | HCID 11550253 | 77.5% |
Reaction Steps
Dimethyl sulfate (1.04 ml, 11.0 mmol) was added dropwise to a mixture of potassium carbonate (3.34 g, 24.2 mmol) and 2-amino-4,6-dimethoxybenzoic acid (2.56 g, 11.0 mmol) in dimethylformamide (70 ml) at 0° C. The reaction was stirred for 1 hour, then poured into water. The resulting precipitate was filtered, washed with water and dried in vacuo. The filtrate was extracted with ethyl acetate, and the combined organic extracts were dried (magnesium sulphate) and concentrated in vacuo. The combined solids were dried in vacuo to yield methyl 2-amino-4,6-dimethoxybenzoate (1.8 g, 77% yield) as a yellow crystalline solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402585B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-14b32e1043484065b85d5420862f40b1 |
| Source note | uspto-grants-2008_07 |