Method for synthesizing 4-methyl-2-benzothiazolehydrazine

A technology of benzothiazole and methylphenylthiourea, which is applied in the field of medicine, can solve the problems of high cost of starting raw materials, low product purity, and difficult product separation, achieving good social and economic benefits, and simple process operation , good quality effect

Active Publication Date: 2020-06-26
HUBEI KECY CHEM
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  • Description
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  • Application Information

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Problems solved by technology

The synthetic method of 4-methyl-2 hydrazinophenprothiazole mainly contains following two kinds at present: 1, take substituted anilide as starting raw material, through substitution reaction with phosphorus pentasulfide, generate N-o-methylphenylthiourea, then The cyclization reaction occurs under the condition of passing chlorine, and then reacts with hydrazine hydrate to obtain the target product. The starting material cost used in this reaction route is high, not easy to obtain, and there is a p

Method used

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  • Method for synthesizing 4-methyl-2-benzothiazolehydrazine
  • Method for synthesizing 4-methyl-2-benzothiazolehydrazine
  • Method for synthesizing 4-methyl-2-benzothiazolehydrazine

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Example Embodiment

[0057] Example 1

[0058] 1. Synthesis of o-methyl phenyl thiourea: Put 1477Kg of o-toluidine into a 5000L reactor, add 1830Kg of 42% sulfuric acid pre-configured, add 1336Kg of sodium thiocyanate under stirring, turn on steam heating, reflux for 4 hours , Cooling, discharging and centrifuging, the filter cake is washed with water to neutrality, and the filter cake is dried to obtain 1410Kg of o-methylphenylthiourea.

[0059] 2. Synthesis of 4-methyl-2-aminobenzothiazole: Add 600Kg of water into a 3000L reactor, then put the o-methylphenylthiourea obtained from the previous reaction into the reactor, add 28Kg of sodium bromide as a catalyst, and control The temperature is 25-30°C, reacts for 6 hours, cools, discharges and centrifuges, and the filter cake is dried to obtain 1280Kg of 4-methyl-2-aminobenzothiazole.

[0060] 3. Synthesis of 4-methyl-2-hydrazinobenzothiazole: add 1076Kg of 40% hydrazine hydrate into a 3000L reactor, put 4-methyl-2-aminobenzothiazole obtained in the prev...

Example Embodiment

[0061] Example 2

[0062] 1. Synthesis of o-methylphenylthiourea: Put 1477Kg of o-toluidine into 5000L reaction, add 2560Kg of pre-configured 30% sulfuric acid, add 1470Kg of sodium thiocyanate under stirring, turn on steam heating, reflux for 4 hours, After cooling, discharging and centrifuging, the filter cake is washed with water to neutrality, and the filter cake is dried to obtain 1420Kg of o-methylphenylthiourea.

[0063] 2. Synthesis of 4-methyl-2-aminobenzothiazole: Add 800Kg of water to a 3000L reactor, then put the o-methylphenylthiourea obtained from the previous reaction into the reactor, add 29Kg of calcium bromide as a catalyst, and control The temperature is 20-30 degrees, reacting for 6 hours, cooling, discharging and centrifuging, and drying the filter cake to obtain 1210Kg of 4-methyl-2-aminobenzothiazole.

[0064] 3. Synthesis of 4-methyl-2-hydrazinobenzothiazole: add 1050Kg of 80% hydrazine hydrate to a 3000L reactor, put 4-methyl-2-aminobenzothiazole obtained in...

Example Embodiment

[0065] Example 3

[0066] 1. Synthesis of o-methylphenylthiourea: Put 1605Kg of o-toluidine into 5000L reaction, add 2500Kg of 30% sulfuric acid pre-configured, add 1337Kg of sodium thiocyanate under stirring, turn on steam heating, reflux for 6 hours, After cooling, discharging and centrifuging, the filter cake is washed with water to neutrality, and the filter cake is dried to obtain 2270Kg of o-methylphenylthiourea.

[0067] 2. Synthesis of 4-methyl-2-aminobenzothiazole: Add 1200Kg of water into a 5000L reactor, then put the o-methylphenylthiourea obtained from the previous reaction into the reactor, add 50Kg of sodium bromide as a catalyst, and control The temperature is 40-50 degrees, the reaction is 6 hours, cooling, the material is centrifuged, and the filter cake is dried to obtain 2050Kg of 4-methyl-2-aminobenzothiazole.

[0068] 3. Synthesis of 4-methyl-2-hydrazinobenzothiazole: Add 1570Kg of 80% hydrazine hydrate into a 5000L reactor, put 4-methyl-2-aminobenzothiazole obt...

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Abstract

The invention discloses a method for synthesizing 4-methyl-2-benzothiazolehydrazine. The method comprises the following steps: carrying out synthesis reaction on o-toluidine and thiocyanate in acid toobtain o-tolylthiourea; carrying out a synthesis reaction on the o-tolylthiourea and a catalyst in water to obtain 2-amino-4-methylbenzothiazole; and carrying out a synthesis reaction on the 2-amino-4-methylbenzothiazole in hydrazine hydrate, so as to obtain the 4-methyl-2-benzothiazolehydrazine. The method for synthesizing the 4-methyl-2-benzothiazolehydrazine, provided by the invention, is simple to operate, less in three wastes, capable of repeatedly applying wastewater, high in product content, good in quality and suitable for industrial mass production.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a method for synthesizing 4-methyl-2-hydrazinobenzothiazole. Background technique [0002] 4-Methyl-2-hydrazinobenzothiazole is an important intermediate of the pesticide tricyclazole, which is one of the main pesticides for the control of rice blast at present. Ecologically sound pesticides. 4-Methyl-2-hydrazinobenzothiazole is an important pesticide intermediate widely used all over the world. The research on its synthetic structure and pharmacological activity has always attracted much attention. The synthetic method of 4-methyl-2 hydrazinophenprothiazole mainly contains following two kinds at present: 1, take substituted anilide as starting raw material, through substitution reaction with phosphorus pentasulfide, generate N-o-methylphenylthiourea, then The cyclization reaction occurs under the condition of passing chlorine, and then reacts with hydrazine hydrate to obtain ...

Claims

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Application Information

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IPC IPC(8): C07D277/82
CPCC07D277/82
Inventor 穆海平肖世军赵瑞先计平吴海荣贺才荣
Owner HUBEI KECY CHEM
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