Hydrochloric Acid → HCID 178524689, compound

HRID 1680530Notes

Reaction equation

HRID 1680530 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:9]=[N:10][C:11]2[CH2:12][CH2:13][CH2:14][C:15](=[N:19][OH:20])[C:16]=2[C:17]=1[OH:18])=[O:7])C.Cl>O>[OH:18][C:17]1[C:16]2[C:15](=[N:19][OH:20])[CH2:14][CH2:13][CH2:12][C:11]=2[N:10]=[CH:9][C:8]=1[C:6]([OH:7])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469477HCID 178469477, compound

Product 1

HCID 178524689HCID 178524689, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Sodium hydroxide (1 g) was dissolved in 30 ml of water, and 1.5 g of the 4-hydroxy-5-hydroxyimino-5,6,7,8-tetrahydroquinoline-3-carboxylic acid ethyl ester obtained in Example 3 was added thereto. The resulting reaction mixture was stirred on an oil bath at 90° C. for 2 hours. After being cooled, the reaction mixture was adjusted to pH 2.2 with dilute hydrochloric acid. The crystals so precipitated were separated by filtration to obtain a yield of 1.2 g of the desired compound. This compound melted (and decomposed) at 285°-286° C. (uncorrected values). Its infrared absorption spectrum (KBr tablet) had absorption peaks at 3440, 3180, 2880, 1650, 1520, 1400, 1230, 970, and 820 cm-1.

Workup

  1. customThe resulting reaction mixture
  2. temperatureAfter being cooled
  3. customThe crystals so precipitated
  4. customwere separated by filtration

Sources & evidence

ORD record
ord-9a22d8b815b84fe8a158c3b17edcf511
Source dataset
uspto-grants-1981_06
Patent number
US04273932

Reaction notes

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