HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-methyl-1-prop-2-ynylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-methylpropyn-2-ylamine | HCID 96160 | — |
| Reactant | (NZ)-N-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-3-methylimidazol-3-ium-1-carboxamide iodide | HCID 87447829 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-methyl-1-prop-2-ynylurea | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383657B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-325e247ac551463e92ddbca9162e69c5 |
| Source note | uspto-grants-2013_02 |