Preparation method of 2-aminophenyl phenyl sulfide

A technology of aminodiphenyl sulfide and diaminodiphenyl sulfide, which is applied in the field of synthesis of 2-aminodiphenyl sulfide, can solve the problems of strong thiophenol odor, environmental pollution, and high price of starting materials, and achieve low cost , easy to obtain raw materials and low cost
CN102603584AActive Publication Date: 2012-07-25江西扬帆新材料有限公司 +1
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
江西扬帆新材料有限公司
Publication Date
2012-07-25

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Abstract

The invention discloses a preparation method of 2-aminophenyl phenyl sulfide. In the method, a diazo reaction, a thioetherfication-reduction 'one pot process' reaction, a salting reaction, an acylation reaction, a single diazo reaction, a denitriding reaction and a neutralizing reaction are performed in sequence on ortho-nitroaniline serving as a raw material, so that 2-aminophenyl phenyl sulfide is obtained. The method comprises the following steps of: firstly, undergoing a diazo reaction with sodium nitrite and hydrochloric acid, undergoing a thioetherfication-reduction 'one pot process' reaction, i.e., thioetherfication reaction with sodium sulfide, raising the temperature, and undergoing a reduction reaction; secondly, reacting with an equal molar amount of hydrochloric acid for salting, reacting with an acylation reagent to form acylamide, and undergoing a diazo reaction with sodium nitrite and hydrochloric acid; and lastly, undergoing a denitriding reaction under the action of a reducing agent (a denitriding reaction reagent), and neutralizing with an alkaline solution to obtain 2-aminophenyl phenyl sulfide. The method disclosed by the invention for preparing the 2-aminophenyl phenyl sulfide has the characteristic of low cost.
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Description

Technical field

[0001] The present invention relates to a method for synthesizing organic compounds, in particular to a method for synthesizing 2-Amino diphenylsulfide. Background technique

[0002] 2-Aminodiphenyl sulfide, its molecular formula is C 12 H 11 NS, whose structural formula is shown as S-1; is soluble in benzene, toluene, etc., and is almost insoluble in water. It is an important fine chemical intermediate and is mainly used in the synthesis of the antipsychotic drug quetiapine hemifumarate (CAS: 111974-72-2).

[0003]

[0004] According to comprehensive literature reports, the following methods are currently used to prepare 2-aminodiphenyl sulfide:

[0005] 1. Use o-iodoaniline and thiophenol in CuI as catalyst, K 2 CO 3 The reaction occurs under the conditions of a base to generate 2-aminodiphenyl sulfide, and the reaction formula is shown in S-2 (Journal of Organic Chemistry, 73(14): 5625-5628, 2008);

[0006] 2. Use o-chloronitrobenzene and thiophen...

Claims

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