2,4-Difluorobenzenesulfonyl Chloride → HCID 88898431, compound

HRID 1485542Notes

Reaction equation

HRID 1485542 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([Cl:8])=[N:6][CH:7]=1.[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[S:18](Cl)(=[O:20])=[O:19]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([N:9]([S:18]([C:12]2[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=2[F:10])(=[O:20])=[O:19])[S:18]([C:12]2[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=2[F:10])(=[O:20])=[O:19])[C:5]([Cl:8])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 27342732,4-Difluorobenzenesulfonyl ChlorideHCID 218583543-Amino-5-bromo-2-chloropyridine

Product 1

HCID 88898431HCID 88898431, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-bromo-2-chloropyridin-3-amine (7.93 g, 38.2 mmol) in pyridine (76 mL) was drop wise added 2,4-difluorobenzene-1-sulfonyl chloride (20.3 g, 96.0 mmol) at 0° C. The mixture was stirred for 1 h at room temperature. The resulting solid was filtered, and washed with water, and dried under vacuum oven to give the N-(5-bromo-2-chloropyridin-3-yl)-N-(2,4-difluorophenylsulfonyl)-2,4-difluorobenzenesulfonamide (19.6 g, 90%) as a white solid, which was used for the next step without further purification.

Workup

  1. customat 0° C
  2. filtrationThe resulting solid was filtered
  3. washwashed with water
  4. customdried under vacuum oven

Sources & evidence

ORD record
ord-019640bbf80f4f72a79f204621db630b
Source dataset
uspto-grants-2016_08
Patent number
US09422298B2

Reaction notes

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