p-Toluenesulfonic acid monohydrate → HCID 20368829, compound

HRID 616706Notes

Reaction equation

HRID 616706 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[CH:12]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:14]=[C:4]2[CH:3]=1.[OH2:20].[C:21]1(C)C=C[C:24](S(O)(=O)=O)=[CH:23][CH:22]=1>C(O)CCC>[CH2:21]([O:20][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[CH:12]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:14]=[C:4]2[CH:3]=1)[CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 12763962HCID 12763962, compound

Product 1

HCID 20368829HCID 20368829, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of ethyl 5-chloroimidazo[1,2-a]quinoline-2-carboxylate 2.75 g. (0.01 mole) and 40 mg. of p-toluenesulfonic acid monohydrate in 150 ml. of n-butanol is heated at 100° C. for 18 hours. The butanol is then removed under reduced pressure. The residue is dissolved in a small amount of chloroform and chromatographed on a silica gel column. The fractions containing the title compound are combined and evaporated to dryness. The product can be further purified by crystallization.

Workup

  1. customThe butanol is then removed under reduced pressure
  2. dissolutionThe residue is dissolved in a small amount of chloroform
  3. customchromatographed on a silica gel column
  4. additionThe fractions containing the title compound
  5. customevaporated to dryness
  6. customThe product can be further purified by crystallization

Sources & evidence

ORD record
ord-7b2c0e2c2dc34d0e8e496aecb0c4dd0a
Source dataset
uspto-grants-1978_02
Patent number
US04075343

Reaction notes

Loading…