Triethylamine → HCID 53814825, compound

HRID 358691Notes

Reaction equation

HRID 358691 reaction equation
C(N(CC)CC)C.[CH2:8]([N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[O:20])[C:12]([OH:21])=[CH:11]1)[CH3:9].[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[CH3:22][S:23]([O:21][C:12]1[C:13](=[O:20])[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]([CH2:8][CH3:9])[CH:11]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 23128144HCID 23128144, compound

Product 1

HCID 53814825HCID 53814825, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (5.6 ml) was added to a stirred suspension of 1-ethyl-3-hydroxy-4-quinolone (3.74 g) and methanesulphonyl chloride (2.3 ml) in dichloromethane (80 ml) and the resultant solution was stirred for 90 minutes. The solution was washed with water (50 ml) and dried over magnesium sulphate. The solvent was removed by distillation and the residue crystallised from industrial methylated spirit (10 ml) to give the novel compound 1-ethyl-4-oxo-1,4-dihydro-quinol-3-yl methanesulphonate, m.p. 141°-143°.

Workup

  1. washThe solution was washed with water (50 ml)
  2. dry with materialdried over magnesium sulphate
  3. customThe solvent was removed by distillation
  4. customthe residue crystallised from industrial methylated spirit (10 ml)

Sources & evidence

ORD record
ord-ac36ffd8ff164f89aeb6a61d2e29ae8e
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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