HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → Ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | Ethyl 2-bromo-3-oxopentanoate | HCID 13048353 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate | HCID 12801682 | 103.8% |
Reaction Steps
To a refluxing solution of thiourea (2.6 g, 34.3 mmol) in absolute ethanol (30 mL) was added ethyl 2-bromo-3-oxopentanoate (7.3 g, 32.7 mmol) always keeping the mixture at reflux. The solution was stirred at reflux for another 1.5 hours. After cooling to room temperature, the solution was poured in ice/water (150 mL). The mixture was neutralized with concentrated NH4OH. The solid material was recovered by filtration, washed with water (2×50 mL) and hexanes (3×50 mL), and dried in vacuo, affording ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate (6.8 g, 94% yield). The product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040538B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-c0a15d97306c40fbb3fa5c1663b6a663 |
| Source note | uspto-grants-2015_05 |