Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrone | HCID 6350 | — |
| Reactant | Nitrobenzene | HCID 7416 | — |
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | N-{2-[(2,4-Dibromo-6-nitrophenyl)diazenyl]-5-(diethylamino)phenyl}acetamide | HCID 12525524 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | HCID 20347452 | HCID 20347452 | 18.3% |
Reaction Steps
A stirred mixture of 3-acetylamino-4-(2',4'-dibromo-6'-nitrophenylazo)-N,N-diethylaniline (5.3 parts), copper (I) iodide (1.9 parts), formaldoxime trimer (1.8 parts), 2,6-lutidine (2.15 parts), and nitrobenzene (100 parts), was heated to 90° C. for 10 hours when thin layer chromatography showed reaction to be effectively complete. The mixture was filtered, cooled, and the solvent was removed by steam distillation. Crystallisation of the solid product from ethanol gave 3-acetylamino-4-(2'-cyano-4'-bromo-6'-nitrophenylazo)-N,N-diethylaniline (Found; C, 49.5; H, 4.3; Br, 17.7; N, 18.3. C19H19BrN6O3 requires C, 49.65; H, 4.15; Br, 17.4; N, 18.3%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04192800 |
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| Source dataset | uspto-grants-1980_03 |
|---|
| ORD ID | ord-448f66891caf484da2d52eab34452581 |
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| Source note | uspto-grants-1980_03 |
|---|
