Ammonia → 8-Hydroxy-7-quinolinecarboxamide

HRID 247260Notes

Reaction equation

HRID 247260 reaction equation
C[O:2][C:3]([C:5]1[C:14]([OH:15])=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1)=O.[NH3:16]>>[OH:15][C:14]1[C:5]([C:3]([NH2:16])=[O:2])=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 12554536Methyl 8-hydroxyquinoline-7-carboxylate

Product 1

HCID 119605808-Hydroxy-7-quinolinecarboxamide

Procedure

8-Hydroxy-7-quinolinecarboxylic acid methyl ester [as reported by Eckstein, Z. et al. in Pol. J. Chem. 1979, 53(11), 2373-7 (C.A. 92, 215243s)] is reacted with excess ammonia in a steel bomb for 12-18 hr. The excess ammonia is allowed to evaporate and the residue is crystallized from a suitable solvent to give the title compound.

Workup

  1. customto evaporate
  2. customthe residue is crystallized from a suitable solvent

Sources & evidence

ORD record
ord-71ac19004d8d4505af5c1941168aed67
Source dataset
uspto-grants-1987_11
Patent number
US04705853

Reaction notes

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