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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390722Generated: October 28, 2026

Isopropylamine → (1Z)-1-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]-3-propan-2-ylurea

https://huagongshe.com/reaction/390722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
ReactantDiisopropylethylamineHCID 81531—
Reactant(NZ)-3-methyl-N-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]imidazol-3-ium-1-carboxamide;iodideHCID 87447393—
SolventAcetonitrileHCID 6342—
Product(1Z)-1-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]-3-propan-2-ylureaHCID 87448515—

Reaction Steps

In a 20 mL vial a solution of 3-methyl-1-({[(2Z)-5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2(3H)-ylidene]amino}carbonyl)-1H-imidazol-3-ium iodide (45 mg, 0.1 mmol, Example 18B) dissolved in acetonitrile (0.6 mL) was added followed by the addition of diisopropylethylamine (22 μL, 0.13 mmol) dissolved in acetonitrile (0.6 mL). Then to the solution was added propan-2-amine (6 mg, 0.11 mmol) dissolved in acetonitrile (0.5 mL). The vial was capped and shaken overnight at room temperature. The reaction was concentrated to dryness. The residue was purified by reverse phase HPLC (C18, gradient 10-95% acetonitrile/water/0.1% trifluoroacetic acid) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383657B2
Source datasetuspto-grants-2013_02
ORD IDord-32d152be99a0473bbf8395b9fd012430
Source noteuspto-grants-2013_02