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Saflufenacil Metabolite M800H02 synthesis

5synthesis methods
Benzamide, 2-chloro-4-fluoro-5-isocyanato-N-[[methyl(1-methylethyl)amino]sulfonyl]-

685568-56-3
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141860-78-8 Synthesis
(Z)-3-Amino-4,4,4-trifluorocrotonic acid ethyl ester

141860-78-8
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Saflufenacil Metabolite M800H02

854122-75-1
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Yield:854122-75-1 100%

Reaction Conditions:

Stage #1: ethyl 3-amino-4,4,4-trifluorocrotonate in DMF (N,N-dimethyl-formamide);hexane; for 0.666667 h;Heating / reflux;
Stage #2: with sodium hydride in DMF (N,N-dimethyl-formamide) at 5 - 8; for 0.25 h;
Stage #3: N-(2-chloro-4-fluoro-5-isocyanatobenzoyl)-N'-methyl-(1-methylethyl)sulfamide in tetrahydrofuran;DMF (N,N-dimethyl-formamide) at 22; for 2 h;Product distribution / selectivity;

References:

WO2005/54208,2005,A1 Location in patent:Page/Page column 32-33