Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Nitrate | HCID 24434 | — |
| Reactant | HCID 86595469 | HCID 86595469 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 86595480 | HCID 86595480 | 45.9% |
Reaction Steps
200 mg of 1-Chloro-4-hydroxy-6-phenoxy-isoquinoline-3-carboxylic acid butyl ester, Example D-10a, was dissolved in 3 ml of concentrated sulfuric acid. The reaction mixture was cooled to −20° C. and 60 mg of potassium nitrate was added slowly to the stirring solution. The reaction was kept between −10 to −20° C. while stirring for 15 min, and poured into ice-water. The aqueous mixture was extracted twice with ethyl acetate. The organic fractions were washed successively with saturated bicarbonate and brine solutions, dried over anhydrous magnesium sulfate, and concentrated to a residue under reduced pressure. The resultant solid was triturated with ethyl acetate followed by methanol to produce 103 mg of white solid; MS (+): m/z 417.07 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278325B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-a882c232a58b478bad6f1ea4fa64891d |
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| Source note | uspto-grants-2012_10 |
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