HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 5-bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate | HCID 70801639 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylic acid | HCID 70801643 | — |
Reaction Steps
400 mg (1.10 mmol) of the compound from Example 4A are provided in 19 ml of tetrahydrofuran, and 263 mg (11.0 mmol) of lithium hydroxide and 19 ml of water are added at room temperature. The mixture is stirred at room temperature overnight, a 1N aqueous hydrogen chloride solution is then added until an acidic pH is achieved, the mixture is extracted with ethyl acetate and the organic phase is washed with water, dried over sodium sulfate, filtered and concentrated. 190 mg of the title compound having a purity of 86% (44% of theory) are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575357B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-2b0ebf1fc82d49ff8875df76ba6ab2b1 |
| Source note | uspto-grants-2013_11 |