HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042621Generated: October 30, 2026
Hydrochloric Acid → 4-(4-Hydroxyphenyl)-3-methyl-6h-isoxazolo[3,4-d]pyridazin-7-one
https://huagongshe.com/reaction/2042621
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium ethanethiolate | HCID 4459711 | — |
| Reactant | 4-(4-methoxyphenyl)-3-methylisoxazolo[3,4-d]pyridazin-7(6H)-one | HCID 44121819 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-Hydroxyphenyl)-3-methyl-6h-isoxazolo[3,4-d]pyridazin-7-one | HCID 135982273 | 53.7% |
Reaction Steps
To 1.05 g of 4-(4-methoxyphenyl)-3-methyl-6h-isoxazolo[3,4-d]pyridazin-7-one (4.08 mmol) in 15 mL dry DMF was added 1.03 g of sodium ethanethiolate in 15 mL dry DMF at room temperature. The reaction was then heated at 100° C. for 2.5 h. Added water and 1M HCl until acidic. Extracted the product with diethyl ether and dried the extracts with Na2SO4, filtered, and concentrated in vacuo. The product was purified via silica gel chromatography eluting with 95:5 dichloromethane:methanol to give 533 mg of 4-(4-hydroxyphenyl)-3-methyl-6h-isoxazolo[3,4-d]pyridazin-7-one; Mp 268-276° C.; MS m/z 216 (M-N2+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586588B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-84ceac8a61064638bfc4827bd84a591a |
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| Source note | uspto-grants-2013_11 |
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