ChemicalBook CAS DataBase List SULFENTRAZONE

SULFENTRAZONE synthesis

6synthesis methods

Product Name:SULFENTRAZONE
CAS Number:122836-35-5
Molecular formula:C11H10Cl2F2N4O3S
Molecular Weight:387.19

111992-18-8 Synthesis

2-(5-amino-2,4-dichlorophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one)

111992-18-8
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122836-35-5
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Yield:122836-35-5 92%

Reaction Conditions:

Stage #1:2-(5-amino-2,4-dichlorophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one with chloro(dimethyl)sulfonium chloride in dichloromethane at 0 - 5; for 0.5 h;
Stage #2:isobutyl methanesulfonate in dichloromethane at 0 - 5; for 10 h;

Steps:

19 Example 3
General procedure: Into a 250ml four-necked flask, 15.6 g (0.05mol) of triazolinone aniline is dissolved in 50g of dichloromethane, cool down at 0-5 ° C, and add the catalyst of Example 1, the mass of dimethyl chloride Chlorosulfur is 5% of the mass of the triazolinone aniline, stir for 30min; after that at this temperature added the drops of Methyl methanesulfonate 6.7g, after completion of the drop-wise addition, the reaction is stirred at this temperature for 3 hours after that the raw materials are basically completely reacted; the reaction solution is cooled at 0 ° C, suction filtered, dried, obtained 19.3 g of Sulfentrazone solid, the content detected by HPLC is 99.1%, yield is 98.8%. Distillation of the mother liquor obtained by filtration, Dichloromethane and methanol were recovered in sections.

References:

Shandong Weifang Runfeng Chemical Co., Ltd.;Sun Guoqing;Hou Yongsheng;Xu Yanlei;Zhao Guangli;Song Xinke CN108424395, 2018, A Location in patent:Paragraph 0029; 0045

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