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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968297Generated: October 30, 2026

1,3-Dichloro-2-isothiocyanatobenzene → N-(2-Amino-5-fluorophenyl)-N′-(2,6-dichlorophenyl)thiourea

https://huagongshe.com/reaction/968297

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dichloro-2-isothiocyanatobenzeneHCID 123239—
Reactant4-Fluorobenzene-1,2-diamineHCID 164584—
SolventEthyl AcetateHCID 8857—
ProductN-(2-Amino-5-fluorophenyl)-N′-(2,6-dichlorophenyl)thioureaHCID 2228881877.9%

Reaction Steps

A mixture of 4.37 g (0.0346 mol) of 4-fluoro-1,2-diaminobenzene and 7.07 g (0.0346 mol) of 2,6-dichlorophenyl isothiocyanate in 150 ml of EA was boiled under reflux for 3 hours. After distilling off the solvent, the residue was dissolved in methanol, treated with activated carbon, ⅔ of the solvent volume was distilled off, and the thiourea was allowed to crystallize in an ice bath for a number of hours. 8.9 g of the desired product was obtained. Colorless crystals, 1st m.p.: 175-178° C.; 2nd m.p.: 294-296° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958357B2
Source datasetuspto-grants-2005_10
ORD IDord-15d5d38d9dce43be9a46240b30d5f4f8
Source noteuspto-grants-2005_10