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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082946Generated: October 31, 2026

Urea → HCID 54327178, compound

https://huagongshe.com/reaction/2082946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantPyrimidineHCID 9260—
Reactant4-IodoanilineHCID 10893—
ReactantSodium HydroxideHCID 14798—
Reactant6-Methyl-2,4-pyrimidinediamineHCID 229743—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 54327178HCID 54327178—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 2,4-diamino-6-methyl pyrimidine (1.0 gm) in water (60 ml) was cooled to 0° C in ice-salt bath and stirred mechanically. p-Iodo aniline (1.84 gm) was dissolved in ethanol (30 ml) and to this solution 3 N HCl (30 ml) was added. The solution was then cooled to -5° C. A solution of sodium nitrite (0.567 gm) in water (5 ml) was also cooled to 0° C. The sodium nitrite solution was then added to the p-iodo aniline solution. After shaking thoroughly, excess sodium nitrite was decomposed with a pinch of urea. The diazotized p-iodo aniline was then added to the pyrimidine solution. After stirring for ten minutes, the pH of the combined solution was adjusted to 7.0 with 30 percent sodium hydroxide. A precipitate appeared. After stirring two hours more, the product was filtered, dried in vacuum desiccator, and crystallized from ethanol. M.P. 243°-44° C. Yield: 2.5 gm (90 percent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04083841
Source datasetuspto-grants-1978_04
ORD IDord-82d5eefb318140829abf34ca1aeb4ded
Source noteuspto-grants-1978_04