4-Fluorobenzenesulfonyl chloride → HCID 19970451, compound

HRID 22416Notes

Reaction equation

HRID 22416 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[F:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 12457877Methyl 5-aminopyridine-2-carboxylate

Product 1

HCID 19970451HCID 19970451, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3.8 g (25 mmol) of methyl 5-amino-pyridine-2-carboxylate were dissolved in 75 ml of anhydrous pyridine, and 5.8 g (30 mmol) of 4-fluorobenzenesulfonyl chloride were added in portions, whereupon the temperature of the reaction solution rose to 35° C. After 1 hour, the mixture was concentrated in vacuo and the residue was triturated with water, filtered off with suction, washed with water and dried. This gave 7.3 g of product, melting point 183° to 185° C.

Workup

  1. customrose to 35° C
  2. concentrationthe mixture was concentrated in vacuo
  3. customthe residue was triturated with water
  4. filtrationfiltered off with suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-bccbb2d0575449cdb11270d92f104401
Source dataset
uspto-grants-1995_06
Patent number
US05428046

Reaction notes

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