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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 359938Generated: November 3, 2026

Aniline → HCID 178510456, compound

https://huagongshe.com/reaction/359938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantChloroacetyl chlorideHCID 6577—
ReactantTributylamineHCID 7622—
ReactantMalononitrileHCID 8010—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178510456HCID 178510456—

Reaction Conditions

Temperature0 °C

Reaction Steps

26.4 g of malononitrile were dissolved in 150 ml of DMF and cooled to 0° C. While cooling, 148 g of tributylamine and 45 g of chloracetyl chloride were simultaneously added dropwise to this, and the mixture was stirred at room temperature for 30 minutes. 42 g of aniline were then added to the mixture, which was stirred at 80° C. for 15 hours and then 200 g of water were added. After cooling to room temperature, the organic phase was separated off and digested with dichloromethane. The precipitate was filtered off with suction, washed and dried. 37.4 g (46% of theory) of the compound of the formula ##STR28## of melting point 285° to 290° C. were obtained. The IR, NMR, UV and mass spectra and the elemental analysis are consistent with the structural formula

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05003081
Source datasetuspto-grants-1991_03
ORD IDord-3ef26cffcfea4deeb641b54c0b090f38
Source noteuspto-grants-1991_03