HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1,3-Dioxolan-2-yl)-1,3-thiazole-5-carboxylic acid → 2-Formylthiazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1,3-Dioxolan-2-yl)-1,3-thiazole-5-carboxylic acid | HCID 18441892 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 2-Formylthiazole-5-carboxylic acid | HCID 18441896 | 229.1% |
Reaction Steps
A solution of 2-(1,3-dioxolan-2-yl)thiazole-5-carboxylic acid (20 g, 0.1 mol) in hydrochloric acid (1000 mL, 3 N) and acetone (1000 mL) was heated to reflux for 6 h. The solution was then extracted with ether (5×500 mL). The combined organic phases were dried (Na2SO4) and concentrated. Flash column chromatography (petroleum ether: EtOAc, 100:1 to 5:1) afforded 2-formylthiazole-5-carboxylic acid (36 g, 76%). %). 1H NMR (DMSO-d6, 300 MHz) δ 13.90 (br, 1H), 9.92 (s, 1H), 8.63 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227951B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-e4b449348f9c4560bf43940740de5724 |
| Source note | uspto-grants-2016_01 |