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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747717Generated: October 31, 2026

Hydrochloric Acid → 2-(2-Phenyldiazenyl)propanedinitrile

https://huagongshe.com/reaction/1747717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAnilineHCID 6115—
ReactantMalononitrileHCID 8010—
ReactantSodium AcetateHCID 517045—
ReactantSodium NitriteHCID 23668193—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-(2-Phenyldiazenyl)propanedinitrileHCID 22347—

Reaction Conditions

Temperature0 °C

Reaction Steps

Conc. hydrochloric acid (17.84 ml) and then a solution of 7.409 g (107.377 mmol) of sodium nitrite in water (18 ml) were added dropwise to 10.00 g (107.377 mmol) of aniline and ice (32 g) in an ice bath between 0° C. and 5° C., and the mixture was stirred at 0° C. for 30 min. At 0° C., a solution of 11.099 g (135.296 mmol) of sodium acetate in water (75 ml) was then added, and a solution of 7.049 g (107.377 mmol) of malononitrile in ethanol (6.5 ml) was subsequently added dropwise with stirring. After 2 h at 0° C., the resulting precipitate was filtered off with suction and washed with water (107 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150580B2
Source datasetuspto-grants-2015_10
ORD IDord-35d347b08df4458595158dc40d68326c
Source noteuspto-grants-2015_10