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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390700Generated: October 26, 2026

Diisopropylethylamine → (3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-methyl-1-prop-2-ynylurea

https://huagongshe.com/reaction/390700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-methylpropyn-2-ylamineHCID 96160—
Reactant(NZ)-N-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-3-methylimidazol-3-ium-1-carboxamide iodideHCID 87447829—
SolventAcetonitrileHCID 6342—
Product(3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-methyl-1-prop-2-ynylureaHCID 42643938—

Reaction Steps

1-({[(2Z)-3-(4-Chlorophenyl)-1,3-thiazolidin-2-ylidene]amino}carbonyl)-3-methyl-1H-imidazol-3-ium iodide (97 mg, 0.216 mmol, Example 25B), N-methylprop-2-yn-1-amine (0.020 mL, 0.238 mmol) and diisopropylethylamine (0.041 mL, 0.238 mmol) were heated in acetonitrile at 65° C. After 1 hour, the mixture was concentrated and the residue was purified by chromatography over silica using dichloromethane:methanol 95:5 as eluant to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383657B2
Source datasetuspto-grants-2013_02
ORD IDord-325e247ac551463e92ddbca9162e69c5
Source noteuspto-grants-2013_02