Pyridine → HCID 57751055, compound

HRID 2283371Notes

Reaction equation

HRID 2283371 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[F:13][CH:14]([F:28])[O:15][C:16]1[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[S:24](Cl)(=[O:26])=[O:25])=[CH:18][CH:17]=1.N1C=CC=CC=1>ClCCl>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([S:9]([NH2:12])(=[O:11])=[O:10])=[C:2]([NH:1][S:24](/[CH:23]=[CH:22]/[C:19]2[CH:20]=[CH:21][C:16]([O:15][CH:14]([F:13])[F:28])=[CH:17][CH:18]=2)(=[O:26])=[O:25])[CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 777902-Amino-4-chlorobenzenesulphonamideHCID 57750904HCID 57750904, compound

Product 1

HCID 57751055HCID 57751055, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-4-chlorobenzenesulfonamide (200 mg, 0.97 mmol) and (E)-2-(4-(difluoromethoxy)phenyl)ethenesulfonyl chloride (260 mg, 0.97 mmol) were dissolved in anhydrous dichloromethane (5 mL) and flushed with argon. Anhydrous pyridine (0.391 mL, 4.84 mmol) was added and the reaction was stirred at room temperature under an inert atmosphere over night. The reaction was quenched using 2 M hydrochloric acid (20 mL) and extracted with dichloromethane. The combined organic phase was washed with water, dried over magnesium sulfate and concentrated under vacuum to give 426 mg (100% yield) of the title compound.

Workup

  1. customflushed with argon
  2. customThe reaction was quenched
  3. extractionextracted with dichloromethane
  4. washThe combined organic phase was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-5828aed7bf2849a6b31e0464114cd89c
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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