Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-Aminomorpholine | HCID 20315 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58805191 | HCID 58805191 | 257% |
Reaction Steps
A mixture of 5-chloro-2-nitroaniline (6.7 g, 40 mmol), morpholin-4-ylamine (10.0 g, 9.8 mmol) and anhydrous potassium carbonate (6.1 g, 44 mmol) in N,N-dimethylacetamide (10 ml) was stirred at 120° C. under nitrogen for 2 days. Sample NMR analysis showed almost complete conversion of the starting material. The resultant mixture was then cooled to room temperature, poured into cold water (100 ml) and stirred vigorously and cooled at 5° C. overnight. The resulting precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting solid was slurried in diethyl ether, filtered, washed with additional diethyl ether, dried to afford N1-Morpholin-4-yl-4-nitro-benzene-1,3-diamine (6.0 g, 63%).
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-5c0b3987b6da4ff1881d4b61fff8abc5 |
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| Source note | uspto-grants-2015_04 |
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