Ammonia → HCID 118598949, compound

HRID 1050327Notes

Reaction equation

HRID 1050327 reaction equation
[NH3:1].[Cl:2][C:3]1[C:8](=[O:9])[NH:7][C:6]([C:10]([O:12]CC)=O)=[CH:5][CH:4]=1>>[Cl:2][C:3]1[C:8](=[O:9])[NH:7][C:6]([C:10]([NH2:1])=[O:12])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 46311507Ethyl 5-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate

Product 1

HCID 118598949HCID 118598949, compound

Procedure

Aqueous ammonia (15 mL, 30% solution) was added to ethyl 5-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate (1, 0.65 g, 3.2 mmol) at 0° C. and the reaction mixture was allowed to stir at room temperature for 16 h. The reaction mixture was concentrated under reduced pressure and the residue was triturated with diethyl ether, filtered and dried to afford 5-chloro-6-oxo-1,6-dihydropyridine-2-carboxamide (2). Yield: 0.43 g, 75%; MS (ESI) m/z 173[M+1]+.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was triturated with diethyl ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-63aedcd4ecea496baaae2e45c6261ce2
Source dataset
uspto-grants-2016_07
Patent number
US09382248B2

Reaction notes

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