HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701271Generated: October 25, 2026
Nitrone → 4-(2'-cyano-4'-bromo-6'-methylphenylazo)-N,N-diethylaniline
https://huagongshe.com/reaction/1701271
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrone | HCID 6350 | — |
| Reactant | Nitrobenzene | HCID 7416 | — |
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | 4-[(2,4-dibromo-6-methylphenyl)diazenyl]-N,N-diethylaniline | HCID 12525527 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | 4-(2'-cyano-4'-bromo-6'-methylphenylazo)-N,N-diethylaniline | HCID 20347455 | 15.1% |
Reaction Steps
A stirred mixture of 4-(2',4'-dibromo-6'-methylphenylazo)-N,N-diethylaniline (4.25 parts), copper (I) iodide (2.0 parts), formaldoxime trimer (1.75 parts), 2,6-lutidine (2.15 parts), and nitrobenzene (150 parts) was heated to 95° C. for 6 hours when thin layer chromatography showed reaction to be complete. The mixture was cooled, filtered and the nitrobenzene was removed by steam distillation. Crystallisation of the solid product from ethanol gave 4-(2'-cyano-4'-bromo-6'-methylphenylazo)-N,N-diethylaniline (Found: C, 58.2; H, 5.4; Br, 21.7; N, 15.2. C18H19BrN4 requires C, 58.2; H, 5.15; Br, 21.55; N, 15.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04192800 |
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| Source dataset | uspto-grants-1980_03 |
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| ORD ID | ord-54d85bb108784b8bbeaa97feaa27ce35 |
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| Source note | uspto-grants-1980_03 |
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