HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 90273223, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | 2,6-Dimethyl-3-nitropyridin-4-ol | HCID 549205 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 90273223 | HCID 90273223 | 69.7% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
To a suspension of 2,6-dimethyl-3-nitropyridin-4(1H)-one (0.44 g, 2.62 mmol) in acetic acid (13 mL) was added NIS (0.765 g, 3.40 mmol). The mixture was heated at 105° C. for 2 h, at which time it was poured into ice water (100 mL). The mixture was stirred for 15 min and cooled in a freezer for 15 min. To the cooled mixture was added 0.1M Na2S2O3 (1-2 mL) with swirling The solids were filtered, washed with water, air dried for 5 min, and further dried in a vacuum oven for 4 h to give 3-iodo-2,6-dimethyl-5-nitropyridin-4(1H)-one (596 mg, 1.824 mmol, 69.7% yield). 1H NMR (400 MHz, DMSO-d6) δ 2.28-2.31 (m, 3 H) 12.32 (br. s., 1 H). MS(ES) [M+H]+ 294.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382234B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-0298f4fd1a9546b0a8f667847d6702f3 |
| Source note | uspto-grants-2016_07 |