Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | HCID 57845538 | HCID 57845538 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69054127 | HCID 69054127 | 119% |
Reaction Steps
0.260 cm3 (1.86 mmol) of triethylamine and 0.098 cm3 (0.93 mmol) of isobutyryl chloride are added, at a temperature close to 25° C., to a solution of 0.23 g (0.93 mmol) of 2-amino-4-(4-nitrophenyl)-1H-pyrrole-3-carboxamide in 15 cm3 of tetrahydrofuran. After stirring for 16 hours at this temperature, the reaction medium is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is stirred in 60 cm3 of water and then extracted with twice 50 cm3 of ethyl acetate. The organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 0.35 g of 2-isobutyrylamino-4-(4-nitro-phenyl)-1H-pyrrole-3-carboxamide in the form of a green powder. 1H NMR (400 MHz, (CD3)2SO, —δ in ppm) 15 (d, J=7.0 Hz, 6H); 2.64 (m, 1H); from 6.50 to 8.50 (very broad m, 2H); 6.79 (d, J=2.5 Hz, 1H); 7.64 (d, J=9.0 Hz, 2H); 8.19 (d, J=9.0 Hz, 2H); 10.45 (broad s, 1H); 11.65 (broad s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592365B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-f33555a733984f2cb8938a701f180cbf |
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| Source note | uspto-grants-2009_09 |
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