Ammonia → 4-oxo-5-phenyl-4H-pyran-2-carboxamide

HRID 1902653Notes

Reaction equation

HRID 1902653 reaction equation
[NH3:1].[O:2]=[C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][O:6][C:5]([C:15]([O:17]CC)=O)=[CH:4]1>C(O)C>[O:2]=[C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][O:6][C:5]([C:15]([NH2:1])=[O:17])=[CH:4]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13091198Ethyl 4-oxo-5-phenyl-4H-pyran-2-carboxylate

Product 1

HCID 130911764-oxo-5-phenyl-4H-pyran-2-carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated ammonia solution (40 ml) was added to a stirred suspension of ethyl 4-oxo-5-phenyl-4H-pyran-2-carboxylate (4.8 g) in ethanol (40 ml) at 10°-15° C. The mixture was then stirred for 30 minutes at 10°-15° C. Then the solid product was recrystallised from dimethylformamide-ethanol to give 4-oxo-5-phenyl-4H-pyran-2-carboxamide (mp 245°-248° with decomposition).

Workup

  1. customThen the solid product was recrystallised from dimethylformamide-ethanol

Sources & evidence

ORD record
ord-8aea5cde7832434b99fa700cf908ebf1
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

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