Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | N-(4-Cyano-3-methyl-1,2-thiazol-5-yl)butanamide | HCID 57587941 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 54757213 | HCID 54757213 | 72% |
Reaction Steps
To a solution of N-(4-cyano-3-methyl-isothiazol-5-yl)-butyramide (method 5) (4.18 g, 20 mmol) in 30% aqueous NH4OH (250 mL), was added dropwise 100 mL of hydrogen peroxide at r.t. After the completion of the addition the reaction mixture was stirred at 60° C. overnight after which the TLC showed the complete disappearance of SM. The reaction mixture was cooled and extracted with chloroform (3×100 mL). The organic layer was dried (Na2SO4) and concentrated to get the pure 5-butyrylamino-3-methyl-isothiazole-4-carboxylic acid amide (2.9 g, 72%) as a white solid. 1H NMR (300 MHz) δ 1.03 (t, 3H), 1.79 (m, 2H), 2.54 (t, 3H), 2.69 (s, 3H), 5.97 (bs, 2H), 11.78 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07498333B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-e9cc2fe68a73465a8617c117e76ea606 |
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| Source note | uspto-grants-2009_03 |
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