HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiourea → Methyl 2-amino-4-(methoxymethyl)thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | Methyl 2-bromo-4-methoxy-3-oxobutanoate | HCID 53423683 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 2-amino-4-(methoxymethyl)thiazole-5-carboxylate | HCID 25220423 | 54% |
Reaction Steps
A solution of the crude product (about 30 mmol) obtained in Step 1 and thiourea (2.28 g) in ethanol (60 ml) was heated under reflux overnight. After cooling to room temperature, the reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, filtrated, and concentrated under reduced pressure. Then, suitable amounts of isopropanol, chloroform, ethyl acetate and diisopropyl ether were added, and the mixture was stirred at room temperature for 30 min. The precipitated crystals were collected by filtration and dried to give the title compound (3.27 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017612B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4c3ca7b09f8d428e9208b2aef89a2616 |
| Source note | uspto-grants-2011_09 |