Hydrochloric Acid → HCID 21851184, compound

HRID 617220Notes

Reaction equation

HRID 617220 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[C:9]([CH2:16][S:17][C:18]1[N:19]([CH3:23])[CH:20]=[CH:21][N:22]=1)[C:8]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:7]2[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([O:37][CH3:38])[CH:30]=1>C(O)C>[OH2:3].[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[C:9]([CH2:16][S:17][C:18]1[N:19]([CH3:23])[CH:20]=[CH:21][N:22]=1)[C:8]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:7]2[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([O:37][CH3:38])[CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10768373HCID 10768373, compound

Product 1

HCID 21851184HCID 21851184, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of hydrogen chloride in ethanol (27%, 1.3 g) was added dropwise at room temperature to a solution of ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-[(1-methylimidazol-2-yl)thiomethyl]quinoline-3-carboxylate (4.9 g) in ethanol (100 ml). About two thirds of the solvent was distilled off under reduced pressure. Ethyl ether was added to the residue, and the deposited crystals were separated by filtration. The separated crystals were recrystallized from isopropanol to obtain ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-[(1-methylimidazol-2-yl)thiomethyl]quinoline-3-carboxylate hydrochloride monohydrate (3.0 g, 55%).

Workup

  1. distillationAbout two thirds of the solvent was distilled off under reduced pressure
  2. additionEthyl ether was added to the residue
  3. customthe deposited crystals were separated by filtration
  4. customThe separated crystals were recrystallized from isopropanol

Sources & evidence

ORD record
ord-c064722b00514d8c9d3a8f2c58f190e3
Source dataset
uspto-grants-1999_09
Patent number
US05948782

Reaction notes

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