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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349417Generated: October 27, 2026

Tetrahydrofuran → N-(3-Amino-2,5-dimethyl-4-thienyl)-N'-(4-methyl-3-thienyl)thiourea

https://huagongshe.com/reaction/349417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant3-Isothiocyanato-4-methylthiopheneHCID 22139827—
Reactant3,4-Diamino-2,5-dimethylthiophene dihydrochlorideHCID 69365187—
SolventTriethylamineHCID 8471—
ProductN-(3-Amino-2,5-dimethyl-4-thienyl)-N'-(4-methyl-3-thienyl)thioureaHCID 86037740—

Reaction Steps

A mixture of 1 g of 3,4-diamino-2,5-dimethylthiophene dihydrochloride, 60 ml of anhydrous THF and 1.05 g of triethylamine was stirred at room temperature for 30 minutes and then admixed with 0.902 g of 4-methyl-3-thienyl isothiocyanate. After the mixture had been heated to 35–40° C. for 15 minutes, it was stirred for approx. 18 hours, the solvent was distilled off and the residue was admixed with water and extracted repeatedly with ethyl acetate. After the solvent of the combined organic phases had been distilled off, the residue was purified by column chromatography on silica gel using a solvent mixture of equal parts of toluene and ethyl acetate. After the solvent had been distilled off under reduced pressure, a semicrystalline oil was obtained and was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179830B2
Source datasetuspto-grants-2007_02
ORD IDord-2d73ffda6def4ecfb17821542341df67
Source noteuspto-grants-2007_02