HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-chloroacetoacetate → methyl 2-amino-4-methylthiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-chloroacetoacetate | HCID 107332 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | methyl 2-amino-4-methylthiazole-5-carboxylate | HCID 713653 | — |
Reaction Steps
A mixture of thiourea (59.8 mmol) and 2-chloro-3-oxo-butyric acid methyl ester (59.8 mmol) in EtOH (140 mL) is heated at reflux for 14 h and concentrated in vacuo. Water and aq. NaHCO3 are added and the mixture is extracted several times with EtOAc. The combined organic layers are dried and concentrated in vacuo to give the desired amino-thiazole derivative. LC-MS: tR=0.51 min; [M+H]+=173.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063099B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-9d994200acd7423e964e7b075f97d376 |
| Source note | uspto-grants-2011_11 |