HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-Benzyl-5-iodopyridazin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | 2-Benzyl-4,5-dichloro-2,3-dihydropyridazin-3-one | HCID 722438 | — |
| Product | 2-Benzyl-5-iodopyridazin-3(2H)-one | HCID 46942145 | — |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
2-Benzyl-4,5-dichloropyridazin-3(2H)-one (32.3 g, 127 mmol) was dissolved in hydriodic acid (223 mL) and the mixture was refluxed at 115° C. overnight. The mixture was poured into dichloromethane and 30% sodium thiosulphate (250 mL), and extracted with dichloromethane (3×250 mL). The combined organics were washed with 30% sodium thiosulphate several times (total 1 L), dried (sodium sulfate), and concentrated. Dichloromethane was added to the residue and the precipitate was collected by filtration to afford the title compound. 1H NMR (500 MHz, CD3SOCD3) δ 8.17 (s, 1H); 7.61 (s, 1H); 7.23-7.33 (m, 5H); 5.17 (s, 2H). LRMS (APCI) calc'd for (C11H10IN2O) [M+H]+, 313.0. found 313.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592425B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-9a89c77f7abb4b7581a64c66c8a2de0d |
| Source note | uspto-grants-2013_11 |