Hydrochloric Acid → HCID 10043054, compound

HRID 963403Notes

Reaction equation

HRID 963403 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([I:13])[CH:11]=2)[C:6](=[O:14])[C:5]([C:15]([O:17]CC)=[O:16])=[CH:4]1)[CH3:2].O.O.[OH-].[Li+].Cl>C(O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([I:13])[CH:11]=2)[C:6](=[O:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 19081741HCID 19081741, compound

Product 1

HCID 10043054HCID 10043054, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 2.4 g of ethyl 1-ethyl-7-iodo-4-oxo-1,4-dihydro-quinoline-3-carboxylate (Example 13 g)) in 20 ml of ethanol and 6 ml of water is treated at 0° with 325 mg of lithium hydroxide monohydrate. After 3 hrs. the reaction mixture is acidified with 25% aqueous hydrochloric acid. The precipitated substance is filtered off under suction, washed with 20 ml of water, 20 ml of ethanol and 20 ml of ether and dried. 2.1 g (94%) of 1-ethyl-7-iodo-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid are obtained as a colourless solid. M.p. 237°-238°.

Workup

  1. filtrationThe precipitated substance is filtered off under suction
  2. washwashed with 20 ml of water, 20 ml of ethanol and 20 ml of ether
  3. customdried

Sources & evidence

ORD record
ord-f32c0eccd65644d5a286b2a90973b33b
Source dataset
uspto-grants-1998_06
Patent number
US05763450

Reaction notes

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