Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Oxalic acid dihydrate | HCID 61373 | — |
| Reactant | N-cyclohexyl-2-nitroaniline | HCID 3101179 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19827791 | HCID 19827791 | 86% |
Reaction Steps
3.6 g (14.1 mmol) N-cyclohexyl-2-nitroaniline was dissolved in 50 ml ethanol and 150 ml ethylacetate. The solution was hydroqenated at atm. pressure by using Ra-Ni (1 g) as a catalyst. The reaction mixture was filtered and the filtrate was evaporated to give an oil. A mixture of the oil and 3.5 g (28 mmol) oxalic acid dihydrate in 100 ml 4N hydrochloric acid was refluxed for 2 h. After cooling to 25° C. the product was filtered off and washed with water to give 3.4 g (86%) 1-cyclohexyl-7-chlorquinoxaline-2,3(1H, 4H)-dione. M.p. (DSC) 310.6° C. 1H-NMR (DMSO-d6): 12.0 (1H, broad s), 7.7 (1H, s), 7.2 (2H, s), 4.2 (1H, broad, s) 2.0-1.0 (10H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05026704 |
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| Source dataset | uspto-grants-1991_06 |
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| ORD ID | ord-b13921ac3c68461280f1e7bb32966ef0 |
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| Source note | uspto-grants-1991_06 |
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