Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | HCID 178418806 | HCID 178418806 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178432275 | HCID 178432275 | 94% |
Reaction Steps
A mixture of 3-aminopyrazole (10.0 g, 120.3 mmol), 2-chloro-3-oxo-butyric acid ethyl ester (16.7 mL, 120.3 mmol), and glacial acetic acid (103 mL) was heated to 120° C. for 1 hour. After cooling to room temperature, the reaction mixture was diluted with EtOH and concentrated. Trituration with Et2O gave 20.7 g (94%) desired product. MS APCI (+) m/z 184, 186 (M+, Cl pattern) detected; 1H NMR (400 mHz, CD3OD) δ 7.90 (d, 1H), 6.17 (d, 1H), 2.53 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07576072B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-022c944b7c9546d8b84121782a4761dd |
|---|
| Source note | uspto-grants-2009_08 |
|---|