Ammonia → 5-Chloro-3-fluoropicolinamide

HRID 1532565Notes

Reaction equation

HRID 1532565 reaction equation
[F:1][C:2]1[C:3]([C:9](Cl)=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[NH3:12]>O1CCCC1>[F:1][C:2]1[C:3]([C:9]([NH2:12])=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 220135575-Chloro-3-fluoropyridine-2-carbonyl chloride

Product 1

HCID 220135755-Chloro-3-fluoropicolinamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.0 g of 3-fluoro-5chloro-2-pyridinecarbonyl chloride (Example H6) are added in portions to a stirred mixture of 26 ml of 30% aqueous ammonia solution and 4 ml of tetrahydrofuran. The yellowish suspension is subsequently stirred for 4 hours and filtered and the material on the filter is washed with water and n-hexane. After drying in vacuo at 40° C., 1.34 g of the desired compound are obtained as a white solid of melting point 162-164° C.

Workup

  1. filtrationfiltered
  2. washthe material on the filter is washed with water and n-hexane
  3. customAfter drying in vacuo at 40° C.

Sources & evidence

ORD record
ord-f48922441a6b4d1f922724637e9b1523
Source dataset
uspto-grants-2001_03
Patent number
US06204221B1

Reaction notes

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