FLORASULAM synthesis
- Product Name:FLORASULAM
- CAS Number:145701-23-1
- Molecular formula:C12H8F3N5O3S
- Molecular Weight:359.28
![[1,2,4]Triazolo[1,5-c]pyrimidine-2-sulfonyl chloride, 8-fluoro-5-methoxy-](/CAS/20200611/GIF/147150-78-5.gif)
147150-78-5
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145701-23-1
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Yield:145701-23-1 94.2%
Reaction Conditions:
Stage #1:2,6-difluoroaniline with N-chloro-succinimide;dimethylsulfide in acetonitrile at -20;Inert atmosphere;
Stage #2:2-chlorosulfonyl-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine with 3-Methylpyridine in acetonitrile at 20 - 40;Inert atmosphere;Temperature;
Steps:
1
Under nitrogen protection,Add to a 500mL four-neck reaction flask100mL of acetonitrile and 12.9g (0.1moL) of 2,6-difluoroaniline,Stir down to -20 ° C,A drop of dimethyl sulfide 3.1g (0.05moL),After dripping, stir for 30min.Then slowly dropwise add 26.67 g of N-chlorosuccinimide in acetonitrile solution.(Contains 6.67 g of N-chlorosuccinimide, 0.05 moL),After dropping, continue to react for 1 ~ 2h,Then slowly add 27.9g (0.3moL) of 3-methylpyridine,After stirring for 1h,56.6g of2-chlorosulfonyl-8-fluoro-5-methoxy [1,2,4] triazole[1,5-c] pyrimidine in acetonitrile(Containing 2-chlorosulfonyl-8-fluoro-5-methoxy[1,2,4] triazole [1,5-c] pyrimidine26.6g, 0.1moL) slowly added to the above reaction solution,Finished in 1h, then,Stir at room temperature for 1h,The temperature was increased to 40 ° C, and the reaction was performed for 3 to 4 hours.HPLC traced the 2,6-difluoroaniline content to <0.5% to end the reaction.After the reaction is over,Reduce the temperature of the reaction solution to below 0 ° C,Add 250 g of dilute acid water (containing 41.7 g of 35% by weight hydrochloric acid),Acidified to pH <2,Precipitation of a large amount of solids,Stir for 1h, suction filter,Filter cake washedRinse with a small amount of methanol, dry,33.8 g of diflusulfuron was obtained as a white powder,The yield was 94.2% and the purity was 98.5% (HPLC).
References:
Jiangsu Hao Harvest Weien Agrochemical Co., Ltd.;Gao Shiguang;Xue Huan;Cai Xuyang;Wu Tao;Xu Yuming;Tao Tao CN110563735, 2019, A Location in patent:Paragraph 0019-0032
57-55-6
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147150-78-5
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145701-23-1
191 suppliers
$63.00/250mg
1801-06-5
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145701-23-1
191 suppliers
$63.00/250mg