HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-t-butyl-N-[2,6-dichloro-5-(2-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 5-(2-Methoxyphenoxy)-2,4,6-trichloropyrimidine | HCID 53746905 | — |
| Reactant | p-t-Butylbenzenesulfonamide potassium | HCID 66748434 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-t-butyl-N-[2,6-dichloro-5-(2-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide | HCID 86753872 | 65.1% |
Reaction Steps
5-(2-Methoxyphenoxy)-2,4,6-trichloropyrimidine (4) (4.8 g; 15.6 mmol) was dissolved in dimethyl sulfoxide (45 ml). Potassium 4-t-butylbenzenesulfonamide (8.0 g; 32 mmol) was added to the mixture while being cooled on ice, and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was poured into water, made acidic with hydrochloric acid, and extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate, and evaporated. The residue was recrystallized from ether, to thereby obtain 4.9 g (yield: 65%) of the title compound as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05883092 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-acd06b1c272d490387309d944c801387 |
| Source note | uspto-grants-1999_03 |