Hydrochloric Acid → HCID 21851184, compound

HRID 1458910Notes

Reaction equation

HRID 1458910 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 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) at room temperature. About two thirds of the solvent was evaporated under reduced pressure, ethyl ether was added to the residue, and the resulting crystals were collected by filtration. The crystals were recrystallized from isopropanol to give 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. customAbout two thirds of the solvent was evaporated under reduced pressure, ethyl ether
  2. additionwas added to the residue
  3. filtrationthe resulting crystals were collected by filtration
  4. customThe crystals were recrystallized from isopropanol

Sources & evidence

ORD record
ord-773791adf9bd49c8930b6ad1230120d4
Source dataset
uspto-grants-1998_12
Patent number
US05852039

Reaction notes

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