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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846853Generated: October 30, 2026

Aniline → HCID 178448889, compound

https://huagongshe.com/reaction/846853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantCyanuric chlorideHCID 7954—
ReactantButylamineHCID 8007—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 14534466HCID 14534466—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductHCID 178448889HCID 178448889—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a suitably equipped 3-necked flask, are added 15.6 g (0.05 m) of bis(2-hydroxypropyl)(imino diethylene)bis carbamate dissolved in 50 g of n-butanol. To this solution are added slowly 9.2 g (0.05 m) of cyanuric chloride dissolved in 75 g of ethylacetate. The reaction mixture is allowed to stir at 0°-5° C. and progress of the reaction is monitored by tlc. After all the cyanuric chloride is reacted to the mono substituted product, 8.4 g of sodium bicarbonate and 3.65 g (0.05 m) of n-butylamine are added. The reaction temperature is raised to 35°-45° C. and maintained there until most of the n-butylamine has reacted. At this point 4.7 g (0.05 m) aniline are added and the reaction temperature raised to 115° C. after distilling out ethyl acetate. After about 5-6 hours, sodium chloride is filtered off. After removal of n-butanol and reaction work up the above-described product is obtained in high yields. ##STR30##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05138055
Source datasetuspto-grants-1992_08
ORD IDord-1d3215db89ca488a8fcf4c127e1eed88
Source noteuspto-grants-1992_08