HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hexamethyldisilazide → N-(2,4-dimethoxybenzyl)-2,4-difluoro-5-methyl-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | N-(2,4-dimethoxybenzyl)-1,3,4-thiadiazol-2-amine | HCID 58042278 | — |
| Reactant | 2,4-Difluoro-5-methylbenzenesulfonyl chloride | HCID 59436530 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(2,4-dimethoxybenzyl)-2,4-difluoro-5-methyl-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide | HCID 59436572 | 66% |
Reaction Steps
The reaction and aftertreatment were conducted in the same manner as in Example 86a by using N-(2,4-dimethoxybenzyl)-1,3,4-thiadiazol-2-amine (WO 2010/079443; 1.00 g, 3.98 mmol), lithium bis(trimethylsilyl)amide (1.0 M solution in THF; 4.78 mL, 4.78 mmol), 2,4-difluoro-5-methylbenzenesulfonyl chloride (WO 2010/079443; 0.989 g, 4.36 mmol) and THF (20 mL), to yield the title compound (1.16 g, 66%) as a colorless amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889741B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-1c3ba42c8e9049ecac52da4cea25ef56 |
| Source note | uspto-grants-2014_11 |