HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → methyl 3-nitro-1H-pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Nitro-1H-pyrazole-3-carboxylic acid | HCID 86222684 | — |
| Product | methyl 3-nitro-1H-pyrazole-5-carboxylate | HCID 135452337 | 88% |
Reaction Steps
Thionyl chloride (1 mL) was added to a solution of 5-nitro-3-pyrazolecarboxylic acid (9.800 g, 62.3 mmol) in anhydrous methanol (100 mL), the reaction mixture was heated to reflux overnight. The solvents was removed in vacuo, the residue was recrystallized from ethyl acetate and hexanes to give 5-nitro-1H-pyrazole-3-carboxylic acid methyl ester (9.42 g, 88%). 1H NMR (300 MHz, CDCl3) δ 7.38 (s, 1H), 3.99 (s, 3H). MS (ES+) m/z 170.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919496B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-68506e41c79e40b9b81712f7d3127018 |
| Source note | uspto-grants-2011_04 |