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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27679Generated: October 25, 2026

Formamide → Acetamide, N-(2-(2-(2-cyano-4,6-dinitrophenyl)diazenyl)-5-(diethylamino)phenyl)-

https://huagongshe.com/reaction/27679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantPropionic anhydrideHCID 31263—
ReactantAcetamide, N-[2-[2-(2-bromo-4,6-dinitrophenyl)diazenyl]-5-(diethylamino)phenyl]-HCID 104287—
ReactantSodium AcetateHCID 517045—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventButyl AcetateHCID 31272—
ProductAcetamide, N-(2-(2-(2-cyano-4,6-dinitrophenyl)diazenyl)-5-(diethylamino)phenyl)-HCID 9038383.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

2-Bromo-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino)azobenzene (2.4 parts), copper (I) iodide (0.95 parts), anhydrous sodium acetate (1.2 parts), formamide (1.8 parts), propionic anhydride (2.6 parts) and n-butyl acetate (44 parts) are mixed together are heated, with stirring, to 110° C. during 15 minutes. The temperature is maintained for 30 minutes when reaction is adjudged complete by thin layer chromatography. The mixture is cooled to room temperature and poured into petroleum ether (boiling range 60-80° C.) (400 parts). The precipitate is collected, washed with petroleum ether (100 parts) and dried. 2-cyano-4,6-dinitro-2'-acetylamino-4'-(N,N-diethylamino)azobenzene is obtained in 83.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04222935
Source datasetuspto-grants-1980_09
ORD IDord-bd6608fb4bfe4cc9af4f818a4bca50c8
Source noteuspto-grants-1980_09