HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27678Generated: October 26, 2026
Formamide → 2-((4-(Diethylamino)phenyl)azo)-5-nitrobenzonitrile
https://huagongshe.com/reaction/27678
Participants
| Role | Name | HCID | Charge |
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| Reactant | Formamide | HCID 713 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 2-Bromo-4-nitro-4'-(N,N-diethylamino)azobenzene | HCID 23341444 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Butyl Acetate | HCID 31272 | — |
| Product | 2-((4-(Diethylamino)phenyl)azo)-5-nitrobenzonitrile | HCID 3015822 | 75% |
Reaction Steps
2-Bromo-4-nitro-4'-(N,N-diethylamino)azobenzene (1.9 parts), copper (I) iodide (0.95 parts), anhydrous sodium acetate (1.2 parts), formamide (1.8 parts), acetic anhydride (2.0 parts) and n-butyl acetate (44 parts) are mixed together and heated, with stirring, to 110° C. during 15 minutes. The temperatures is maintained at 110° C. for 31/2 hours when reaction is adjudged complete by thin layer chromatography. The solvent is removed at 80° C. under reduced pressure and the residue is slurried in water (250 parts), collected and dried. 2-Cyano-4-nitro-4'-(N,N-diethylamino)azobenzene is obtained in 75% yield and requires no purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04222935 |
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| Source dataset | uspto-grants-1980_09 |
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| ORD ID | ord-99c02245faa74ee4a81ad4cfc92bd3be |
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| Source note | uspto-grants-1980_09 |
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