Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | N-(4-Cyano-3-methyl-1,2-thiazol-5-yl)-3-methylbutanamide | HCID 54757314 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 54757315 | HCID 54757315 | 71% |
Reaction Steps
To a solution of N-(4-cyano-3-methyl-isothiazol-5-yl)-3-methyl-butyramide (method 24) (8 g, 35.8 mmol) in 30% aqueous NH4OH (200 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 concentrated to 40 mL and extracted with chloroform (3×100 mL). The organic layer was dried (Na2SO4) and concentrated to obtain 3-methyl-5-(3-methyl-butyrylamino)-isothiazole-4-carboxylic acid amide (6.1 g, 71%) as a light yellow solid. 1H NMR (300 MHz) δ 1.03 (d, 6H), 2.24 (m, 1H), 2.43 (d, 2H), 2.69 (s, 3H), 5.98 (bs, 2H), 11.77 (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-dcce0b8578ac45eab9f0f98071258bd7 |
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| Source note | uspto-grants-2009_03 |
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