Pyridine → 5-bromo-N-(thiazol-2-yl)pyridine-2-sulfonamide

HRID 1644668Notes

Reaction equation

HRID 1644668 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.N1C=CC=CC=1.[Br:13][C:14]1[CH:15]=[CH:16][C:17]([S:20](Cl)(=[O:22])=[O:21])=[N:18][CH:19]=1>>[Br:13][C:14]1[CH:15]=[CH:16][C:17]([S:20]([NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)(=[O:22])=[O:21])=[N:18][CH:19]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 21552-AminothiazoleHCID 445580975-Bromopyridine-2-sulfonyl chloride

Product 1

HCID 575512525-bromo-N-(thiazol-2-yl)pyridine-2-sulfonamide

Procedure

To 2-AMINOTHIAZOLE (0.29 g, 0.0029 mol) in Pyridine (2 mL, 0.02 mol) was added portionwise 5-Bromo-pyridine-2-sulfonyl chloride (0.50 g, 0.0019 mol). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was concentrated under reduced pressure, diluted with Ethyl acetate, washed with 1.0 N HCl, H2O and brine, dried with anhydrous sodium sulfate, filtered and concentrated to give the product was obtained as a yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with Ethyl acetate
  3. washwashed with 1.0 N HCl, H2O and brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give the product
  8. customwas obtained as a yellow solid

Sources & evidence

ORD record
ord-732c5ad9834d4e549b77dc9f1449d92f
Source dataset
uspto-grants-2012_02
Patent number
US08124610B2

Reaction notes

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