Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 15676626 | HCID 15676626 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15676627 | HCID 15676627 | 35.5% |
Reaction Steps
Solid N-bromosuccinimide (22.98 g, 0.129 mol) and benzoyl peroxide (3.12 g, 0.0129 mol) are added to a 25° C. solution of 2-(1-benzoyl-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid, methyl ester (46.2 g, 0.117 mol) in carbon tetrachloride. The reaction mixture is heated at 70° C. for 16 hours, cooled to room temperature, diluted with methylene chloride, washed sequentially with 5% sodium metabisulfite solution and water, dried over anhydrous magnesium sulfate and concentrated in vacuo to give an oil. The oil is chromatographed using silica gel and hexanes/ethyl acetate (3:1) to (1:1) as eluant to give the title compound as a yellow solid (19.64 g, 35%), mp 88°-119° C., identified by IR and NMR spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05039333 |
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| Source dataset | uspto-grants-1991_08 |
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| ORD ID | ord-6d46f68989c84762af53ef53a17651b3 |
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| Source note | uspto-grants-1991_08 |
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