Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | 4-Bromo-2-methyl-6-nitroaniline | HCID 522679 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68707090 | HCID 68707090 | 88.5% |
Reaction Steps
4-Bromo-2-methyl-6-nitro-phenylamine (2.22 g) and tert-butylacetyl chloride (1.30 g) were mixed in acetonitrile (3 mL) and heated to 140° C. for 40 minutes in a sealed microwave process vial. Water (5 mL) was added and the product was collected by filtration and washed with water and heptane to furnish 2.80 g (86% yield) of the title compound as a yellow solid. LC-MS (m/z) 329 (MH+); tR=3.07, (UV, ELSD) 96%, 99%. 1H NMR (500 MHz, DMSO-d6): 1.01 (s, 9H), 2.21 (s, 2H), 2.29 (s, 3H), 7.87 (d, 1H), 7.95 (d, 1H), 9.77 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601870B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-69dbfedd2e0648d88b9e2e1df8d04b41 |
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| Source note | uspto-grants-2009_10 |
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