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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987515Generated: October 30, 2026

Hydrochloric Acid → HCID 22325509, compound

https://huagongshe.com/reaction/987515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantTributylamineHCID 7622—
ReactantSodium HydroxideHCID 14798—
ReactantThioureaHCID 2723790—
ReactantHCID 21953396HCID 21953396—
SolventEthanolHCID 702—
SolventCyclohexaneHCID 8078—
ProductHCID 22325509HCID 2232550934.3%

Reaction Steps

60.0 g (208 mmol) of ethyl 2-phenylmalonate and 19.0 g (249 mmol) of thiourea were heated at 150° C. for 2.5 hours in 77 g (416 mmol) of tri-n-butylamine. The resultant ethanol was for the most part distilled off. After the reaction solution had cooled, 180 ml of an aqueous solution of 24.9 g (623 mmol) of NaOH were added to it. After adding 50 ml of cyclohexane and stirring for about 30 min the aqueous phase was separated off, treated with 35.4 g (142 mmol) of methyl iodide and stirred at approximately 20 to 25° C. for about 16 h. After acidification with dilute HCl solution and stirring for about 30 min the precipitate was filtered off. After washing with water and drying, 16.7 g of the compound in the title (28% of theoretical) were obtained in the form of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06632821B2
Source datasetuspto-grants-2003_10
ORD IDord-d514ad984031435990ffae4799f440ec
Source noteuspto-grants-2003_10