HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → HCID 67170996, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Thioacetamide | HCID 2723949 | — |
| Reactant | Methyl 3-acetyl-1H-pyrazole-5-carboxylate | HCID 16767345 | — |
| Reactant | HCID 87295224 | HCID 87295224 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 67170996 | HCID 67170996 | 102% |
Reaction Steps
Methyl 3-acetyl-1H-pyrazole-5-carboxylate (100 mg, 0.595 mmol) was refluxed with bromine (143 mg, 0.892 mmol) in chloroform. Solvent was evaporated and thus obtained methyl 3-(2,2-dibromoacetyl)-1H-pyrazole-5-carboxylate (191 mg, 0.586 mmol) was treated with thioacetamide (44 mg, 0.586 mmol) in refluxing methanol. Solvent was evaporated and the residue was dissolved in DCM and washed with water. Organic phase was dried over Na2SO4, filtered and evaporated to give 133 mg (102%) of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 2.71 (s, 3H), 3.83 (s, 3H), 7.10 (s, 1H), 7.90 (s, 1H) 14.0 (broad s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975254B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1243a407f88c4e649dd09de594805c30 |
| Source note | uspto-grants-2015_03 |