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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256724Generated: November 1, 2026

Aniline → HCID 178448889, compound

https://huagongshe.com/reaction/256724

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

Temperature2.5 °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 and above-described product is obtained in high yields. ##STR28## wherein R1 is --N(CH2CH2NHCO2CH(CH3)CH2OH)2 or --N(CH2CH2NHCO2CH2CH(CH3)OH)2 (XV)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05258514
Source datasetuspto-grants-1993_11
ORD IDord-3b2ea17d6f1746a79e64b70526230a74
Source noteuspto-grants-1993_11