HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748495Generated: October 30, 2026
Potassium Carbonate → HCID 19373082, compound
https://huagongshe.com/reaction/1748495
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Iodotoluene | HCID 12207 | — |
| Reactant | 1-N,2-N-dimethylcyclohexane-1,2-diamine | HCID 551074 | — |
| Reactant | Methyl indole-3-carboxylate | HCID 589098 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19373082 | HCID 19373082 | 5.1% |
Reaction Steps
Indole-3-carboxylic acid methyl ester (2.50 g), 4-methyl-iodobenzene (3.72 g), copper (I) iodide (136 mg), N,N′-dimethyl-1,2-cyclohexanediamine (0.5 ml) and potassium carbonate (4.06 g) were stirred at 120° C. for 48 hours. After completion of the reaction, water was added and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was dissolved in ethanol (10 ml), sodium hydroxide (1.17 g) was added and stirred at room temperature overnight. The reaction solution was concentrated with an evaporator, the aqueous layer was acidified by the addition of 1N hydrochloric acid aqueous solution and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated to give the titled compound (184 mg) as a dark brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-66a45327182d449a9c083f8d88854531 |
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| Source note | uspto-grants-2015_10 |
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