HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 2,6-Dichloro-5-cyclopropylnicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dichloro-5-cyclopropylnicotinonitrile | HCID 84819920 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2,6-Dichloro-5-cyclopropylnicotinamide | HCID 86661719 | 838.7% |
Reaction Steps
To a stirred mixture of compound 2,6-dichloro-5-cyclopropylnicotinonitrile (1.10 g, 5.16 mmol) and K2CO3 (351 mg, 2.58 mmol) in DMSO (10 mL) was added 30% H2O2 (1.90 mL, 15.5 mmol). The mixture was stirred for 2 hrs at rt. Then the mixture was poured into water and extracted with EtOAc. The separated organics was dried, concentrated and purified by column chromatography (Petroleum ether:EtOAc=10:1˜1:1) to give compound 2,6-dichloro-5-cyclopropylnicotinamide (5 g, 70%). 1H-NMR (400 MHz, CDCl3) δ (ppm) 7.69 (s, 1H), 6.70 (s, 1H), 6.20 (s, 1H), 2.08 (m, 1H), 1.18 (m, 2H), 0.69 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716478B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-2fcdffca458641cea1d3b1e20a251516 |
| Source note | uspto-grants-2014_05 |