HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-[(Dipropylamino)carbonyl]-5-(1,3-thiazol-2-yl)benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 3-[(dipropylamino)carbonyl]-5-(1,3-thiazol-2-yl)benzoate | HCID 21086169 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[(Dipropylamino)carbonyl]-5-(1,3-thiazol-2-yl)benzoic Acid | HCID 21085783 | 88% |
Reaction Steps
Methyl 3-[(dipropylamino)carbonyl]-5-(1,3-thiazol-2-yl)benzoate (4.5 g) was dissolved in THF (20 mL), methanol (20 mL), and water (20 mL). Lithium hydroxide monohydrate (1.1 g) was added and the mixture was stirred at room temperature for 1.5 h, at which time the organic solvents were removed under reduced pressure. Some ethyl acetate and water were added and the pH was adjusted to about 0 with aq. HCl. The mixture was extracted with ethyl acetate and the organic layers were washed with brine, dried (magnesium sulfate), and concentrated to give 3.8 g of 3-[(dipropylamino)carbonyl]-5-(1,3-thiazol-2-yl)benzoic acid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727997B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-3719294c59ce489dae30df5d7e52577e |
| Source note | uspto-grants-2010_06 |