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Benzenesulfonamide, 2-fluoro-4-methyl- (9CI) synthesis

1synthesis methods
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Yield:199590-69-7 37%

Reaction Conditions:

Stage #1: 2-fluoro-4-methylanilinewith hydrogenchloride;sodium nitrite in water;acetic acid at -5;Cooling;
Stage #2: with sulfur dioxide;copper dichloride in water;acetic acid at -5; for 0.25 h;Cooling;
Stage #3: with ammonium hydroxide in 1,4-dioxane;water; for 0.5 h;Cooling;Reagent/catalyst;

References:

Drapier, Thomas;Geubelle, Pierre;Bouckaert, Charlotte;Nielsen, Lise;Laulumaa, Saara;Goffin, Eric;Dilly, Sébastien;Francotte, Pierre;Hanson, Julien;Pochet, Lionel;Kastrup, Jette Sandholm;Pirotte, Bernard [Journal of Medicinal Chemistry,2018,vol. 61,# 12,p. 5279 - 5291]