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ChemicalBook CAS DataBase List Naphazoline
835-31-4

Naphazoline synthesis

6synthesis methods
Naphazoline, 2-(1-naphthylmethyl)-2-imidazoline (11.1.36), is synthesized from (1-naphthyl)acetonitrile, which upon reaction with ethanol transforms into iminoester (11.1.35), and undergoes further heterocyclization into the desired imidozoline derivative (11.1.36) upon reaction with ethylendiamine [40].

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Yield:835-31-4 85%

Reaction Conditions:

for 2 h;Reflux;Time;

Steps:

1-2
In a three-necked flask, add quantitative α-naphthaleneacetic acid and ethylenediamine, several grains of anti-riot agent, and put them in the heating mantle.Increase the temperature and reflux, and recover the ethylenediamine after refluxing for 2 hours. Transfer the reactant to another three-necked flask, add the anti-riot agent, and distill under reduced pressureCollect the base (ie crude naphazoline) and weigh to obtain Intermediate 1. The yield of Intermediate 1 is 85%.

References:

Shanxi Liye Pharmaceutical Co., Ltd.;Yue Wang;Cui Jianlan;Gao Yanhong;Ma Liang;Liang Guangqi CN112209880, 2021, A Location in patent:Paragraph 0015; 0018-0019

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