Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride | HCID 16490702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89876230 | HCID 89876230 | 69.9% |
Reaction Steps
4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (300 mg, 0.994 mmol) was added to ammonia solution (2 mL, 92 mmol, 0.88 NH3 in water). The reaction was stirred at 20° C. for 30 minutes, then left to stand overnight. The reaction mixture was diluted with methanol (5 mL) and passed sequentially through two separate aminopropyl (NH2) solid phase extraction (SPE) cartridges eluting with methanol. The product-containing fractions were combined and evaporated in vacuo to give product as a yellow solid (196.2 mg). LCMS (2 min, formic) Rt 0.71 min, m/z (ES+) 283 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242972B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-b44f110019724f3fb620e6ff3114cbd1 |
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| Source note | uspto-grants-2016_01 |
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