Hydrochloric Acid → 10-Chloro-1,4,6,9-tetrahydro-4,6-dioxopyrido(3,2-g)quinoline-2,8-dicarboxylic acid

HRID 1076982Notes

Reaction equation

HRID 1076982 reaction equation
C[O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[CH:14]=1)=[CH:11][C:10]1[C:16](=[O:24])[CH:17]=[C:18]([C:20]([O:22]C)=[O:21])[NH:19][C:9]=1[C:8]=2[Cl:25])=[O:4].[OH-].[Na+].Cl>O>[Cl:25][C:8]1[C:7]2[NH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:14][C:13](=[O:15])[C:12]=2[CH:11]=[C:10]2[C:9]=1[NH:19][C:18]([C:20]([OH:22])=[O:21])=[CH:17][C:16]2=[O:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12403020HCID 12403020, compound

Product 1

HCID 7277510-Chloro-1,4,6,9-tetrahydro-4,6-dioxopyrido(3,2-g)quinoline-2,8-dicarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.05 g. of the diester compound prepared in Example 6 is heated at reflux for 1 hour in 20 ml. of 5% sodium hydroxide. The mixture is cooled, 10 ml. of water added, and the pH adjusted to 3 with concentrated hydrochloric acid. The bright yellow diacid is collected by filtration. It has a melting point greater than 310° C.

Workup

  1. temperatureat reflux for 1 hour in 20 ml
  2. temperatureThe mixture is cooled
  3. filtrationThe bright yellow diacid is collected by filtration

Sources & evidence

ORD record
ord-056abfa51d6948ad8aacb4dea06c4419
Source dataset
uspto-grants-1976_05
Patent number
US03959289

Reaction notes

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