Ammonia → HCID 22250096, compound

HRID 412057Notes

Reaction equation

HRID 412057 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:13](OCC)=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1.[NH3:19]>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:13]([NH2:19])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 11471099HCID 11471099, compound

Product 1

HCID 22250096HCID 22250096, compound

Procedure

A mixture of ethyl 7-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (5.0 g) and aqueous ammonia (specific gravity 0.88, 100 ml) can be stirred and heated on a steam bath for 3.5 hours. More aqueous ammonia (100 ml) can be added and heating continued for a further 21 hours. The mixture can be cooled in ice. The solid product can be collected by filtration and dried to give the compound 7-chloro-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxamide, m.p. >240° C.

Workup

  1. temperatureheated on a steam bath for 3.5 hours
  2. temperatureheating
  3. temperatureThe mixture can be cooled in ice
  4. filtrationThe solid product can be collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-c825ed0ed9484ef5a30760ade05eff3e
Source dataset
uspto-grants-2003_05
Patent number
US06562838B2

Reaction notes

Loading…