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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349415Generated: October 31, 2026

Tetrahydrofuran → N-(3-Amino-2,5-dimethyl-4-thienyl)-N'-(2,6-dichlorophenyl)thiourea

https://huagongshe.com/reaction/349415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,3-Dichloro-2-isothiocyanatobenzeneHCID 123239—
Reactant3,4-Diamino-2,5-dimethylthiophene dihydrochlorideHCID 69365187—
SolventTriethylamineHCID 8471—
ProductN-(3-Amino-2,5-dimethyl-4-thienyl)-N'-(2,6-dichlorophenyl)thioureaHCID 86037737—

Reaction Steps

A mixture of 0.5 g of 3,4-diamino-2,5-dimethylthiophene dihydrochloride, 30 ml of anhydrous THF and 0.49 g of triethylamine was stirred at room temperature for 30 minutes and then admixed with 0.569 g of 2,6-dichlorophenyl isothiocyanate. After the mixture had been heated to 40° C. for 30 minutes, it was stirred at room temperature for approx. 18 hours, the solvent was distilled off, the residue admixed with water and the precipitate filtered off and purified by column chromatography on silica gel using a mixture consisting of equal parts by volume of toluene and ethyl acetate. After the solvent had been distilled off, a foamy, amorphous product of m.p. 143–148° C. was obtained which, after melting, solidified again with a new m.p. of >300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179830B2
Source datasetuspto-grants-2007_02
ORD IDord-18776ac311d44c3e9c689a33402169f0
Source noteuspto-grants-2007_02