Triethylamine → HCID 54126595, compound

HRID 358708Notes

Reaction equation

HRID 358708 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=[O:21])[C:14]([OH:20])=[CH:15][N:16]2[CH3:19])=[CH:11][CH:10]=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[CH3:22][S:23]([O:20][C:14]1[C:13](=[O:21])[C:12]2[C:17](=[CH:18][C:9]([Cl:8])=[CH:10][CH:11]=2)[N:16]([CH3:19])[CH:15]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 23128115HCID 23128115, compound

Product 1

HCID 54126595HCID 54126595, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (3 ml) was added to a stirred mixture of 7-chloro-3-hydroxy-1-methyl-4-quinolone (2.31g), methanesulphonyl chloride (1.3 ml) and dichloromethane (70 ml) and the resultant solution stirred for 90 minutes. The solvent was removed by distillation and the residue crystallised from industrial methylated spirit (30 ml) and the solid triturated with diethyl ether (50 ml) to give the novel compound 7-chloro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl methanesulphonate, m.p. 157°-158°.

Workup

  1. customThe solvent was removed by distillation
  2. customthe residue crystallised from industrial methylated spirit (30 ml)
  3. customthe solid triturated with diethyl ether (50 ml)

Sources & evidence

ORD record
ord-48ac36e1043343d5837fa734d727f813
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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