Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | 1-Isopropylpiperazine | HCID 78013 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67450488 | HCID 67450488 | 53.4% |
Reaction Steps
A mixture of 5-chloro-2-nitroaniline (1.35 g, 7.8 mmol), 1-isopropyl-piperazine (2.0 g, 15.6 mmol) and anhydrous potassium carbonate (1.18 g, 8.6 mmol) in N,N-dimethylacetamide (2.5 ml) was stirred at 130° C. under nitrogen for 1 day. Sample NMR analysis showed complete conversion of the starting material. The resultant mixture was then cooled to room temperature, poured onto cold water and stirred vigorously for 3 h. The resulting brown precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting brown solid was slurried in diethyl ether, filtered, washed with additional diethyl ether, dried to afford 5-(4-Isopropyl-piperazin-1-yl)-2-nitro-phenylamine (1.1 g, 53%) and used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999993B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-a6697953157649c5ae495a8da575be68 |
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| Source note | uspto-grants-2015_04 |
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