ChemicalBook CAS DataBase List 2-Ethynylaniline

2-Ethynylaniline synthesis

11synthesis methods

Product Name:2-Ethynylaniline
CAS Number:52670-38-9
Molecular formula:C8H7N
Molecular Weight:117.15

16433-96-8
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$12.00/100mg

52670-38-9
139 suppliers
$41.00/1g

Yield:52670-38-9 87.45%

Reaction Conditions:

with palladium 10% on activated carbon;hydrazine hydrate in ethanolHeating;

Steps:

4.7. Synthesis of 2-ethynylaniline (7k)
To a solution of compound 6k (1.5 g, 10.19 mmol) in ethanol(20 mL), 80% hydrazine monohydrate (1.8 g, 20.39 mmol) and 10%Pd/C (20 mg) were successively added. The reaction mixture was stirred under reflux at 80 °C for 2-3 h and the reaction was monitored by TLC. After completion of the reaction, the solution was filtered to remove the Pd/C and the solvent was removed under vacuum. Then water and ethyl acetate were added to the residue and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed in vacuo to give pure 2-ethynylaniline as light yellow oil liquid, yield: 87.45%. 3-ethynylaniline (7l) and 4-ethynylaniline (7m) were prepared withthe same method and the corresponding compounds 6l and 6m.

References:

Lu, Guo-qing;Li, Xin-yang;Mohamed O, Kamara;Wang, Depu;Meng, Fan-hao [European Journal of Medicinal Chemistry,2019,vol. 171,p. 282 - 296]

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