Pyridine → HCID 18958081, compound

HRID 2379187Notes

Reaction equation

HRID 2379187 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].N1C=CC=CC=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C(OCC)(=O)C>[F:12][C:5]1[CH:4]=[CH:3][C:2]([NH:1][S:20]([CH3:19])(=[O:22])=[O:21])=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 15621043Methyl 5-amino-2-fluorobenzoate

Product 1

HCID 18958081HCID 18958081, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 5-amino-2-fluorobenzoate (50 g) and. 23.4 g of pyridine were dissolved in 300 ml of ethyl acetate, then 37 g of methanesulfonyl chloride was added thereto with ice-cooling and stirring and the mixture was made to react at room temperature for 3 hours. The reaction mixture was washed with water, dried, evaporated and the crystals separated out therefrom were filtered to give 72 g of methyl 2-fluoro-5-methanesulfonylaminobenzoate, m.p. 135°-137 ° C.

Workup

  1. temperaturewith ice-cooling
  2. customto react at room temperature for 3 hours
  3. washThe reaction mixture was washed with water
  4. customdried
  5. customevaporated
  6. customthe crystals separated out
  7. filtrationtherefrom were filtered

Sources & evidence

ORD record
ord-12313554eb3e46d4b57354c256b9aef6
Source dataset
uspto-grants-1994_11
Patent number
US05360822

Reaction notes

Loading…