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Production process of 4-methylbenzenesulfonic acid-2-azido ethyl ester

A technology of toluenesulfonic acid and production process, applied in the direction of sulfonate ester preparation, organic chemistry, etc., can solve problems such as the preparation method of undiscovered compounds

Inactive Publication Date: 2020-07-10
南京优氟医药科技有限公司
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] The English chemical name of 4-methylbenzenesulfonic acid-2-azidoethyl ester is Toluene-4-sulfonic acid 2-azido-ethyl ester, the chemical abstract (CAS) number is 113738-22-0, and its structural formula is: The preparation method of this compound has not been found in the literature at present

Method used

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  • Production process of 4-methylbenzenesulfonic acid-2-azido ethyl ester
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  • Production process of 4-methylbenzenesulfonic acid-2-azido ethyl ester

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Embodiment

[0015] A production process of 4-methylbenzenesulfonic acid-2-ethyl azide,

[0016] S1, substitution process, synthesis of intermediate 3

[0017]

[0018]

[0019] Weigh 2-bromoethanol (12.5g, 100.0mmol, 1.0equiv.) in a 100mL round bottom flask, add purified water (30mL) and stir to dissolve, then slowly add sodium azide (7.8g, 120.0mmol, 1.2equiv. ), the addition was completed, and the reaction was placed at room temperature and refluxed at 100°C for 12h.

[0020] The reaction solution was extracted with dichloromethane (25mL*3), the organic phase was dried over anhydrous magnesium sulfate, concentrated under reduced pressure to remove the organic phase, and then directly proceeded to the next step after vacuum drying.

[0021] S2, substitution process, synthesis of target product 1

[0022]

[0023]

[0024] Add dichloromethane (50mL) to the crude product obtained above (intermediate 3) and put it in a 250mL round-bottomed flask, drop triethylamine (20mL, 140....

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Abstract

The invention discloses a production process of 4-methylbenzenesulfonic acid-2-azido ethyl ester, which comprises the following steps: by using 2-bromoethane and sodium azide as initial raw materials,carrying out a substitution reaction on the 2-bromoethane and sodium azide to prepare an intermediate 3; and carrying out the substitution reaction on the intermediate 3 and p-toluenesulfonyl chloride to obtain a target product 2. By establishing strict internal control standards for initial raw materials and intermediates and strictly controlling key process step parameters, qualified products can be stably prepared in multiple batches.

Description

technical field [0001] The invention relates to a production process of 4-methylbenzenesulfonic acid-2-ethyl azide. Background technique [0002] The English chemical name of 4-methylbenzenesulfonic acid-2-azidoethyl ester is Toluene-4-sulfonic acid 2-azido-ethyl ester, the chemical abstract (CAS) number is 113738-22-0, and its structural formula is: No preparation method of this compound has been found in the current literature. Contents of the invention [0003] The invention provides a production process of 4-methylbenzenesulfonic acid-2-ethyl azide. [0004] The present invention provides following technical scheme: [0005] A kind of production technology of 4-methylbenzenesulfonic acid-2-ethyl azide, its synthetic route is as follows: [0006] [0007] Wherein, DCM is dichloromethane; [0008] S1. First, 2-bromoethane and sodium azide undergo a substitution reaction to prepare intermediate 3; [0009] S2, the intermediate 3 undergoes a substitution reaction ...

Claims

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Application Information

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IPC IPC(8): C07C303/28C07C309/73
CPCC07C303/28C07C247/04C07C309/73
Inventor 陈建芳刘贞兴宋泽华李小芩
Owner 南京优氟医药科技有限公司
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