HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuryl chloride → 4-[5-(chloromethyl)-4-methyl-4H-1,2,4-triazol-3-yl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pyridine, 4-(4,5-dimethyl-4H-1,2,4-triazol-3-yl)- | HCID 11600754 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[5-(chloromethyl)-4-methyl-4H-1,2,4-triazol-3-yl]pyridine | HCID 58939096 | 23% |
Reaction Steps
Sulfuryl dichloride (0.58 ml, 8.34 mmol) in DCM (8 ml) was slowly added to a cooled (−10° C.) solution of 4-(4,5-dimethyl-4H-1,2,4-triazol-3-yl)pyridine (454 mg, 2.61 mmol) in DCM (25 ml) and DMF (8 ml) and then the solution was stirred for 2 h. NaHCO3 (sat.) was added and the mixture was extracted with EA. The organic phase was dried and concentrated. Recrystallization from EA afforded 124 mg (23%) of the title compound. 1H NMR: 3.83 (s, 3 H) 4.84 (s, 2 H) 7.62 (d, 2 H) 8.82 (d, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585881B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-74e4ce88d0bc44eeacd59a9f3d4cc965 |
| Source note | uspto-grants-2009_09 |