Ethanesulfonic acid → HCID 19428157, compound

HRID 1078583Notes

Reaction equation

HRID 1078583 reaction equation
[OH:1][C:2]1[C:3]([O:30][CH3:31])=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[O:26][CH3:27])[CH2:16][CH2:15]3)=[C:7]([CH3:28])[C:6]=2[CH:29]=1.[OH-].[Na+].[CH2:34]([S:36](O)(=[O:38])=[O:37])[CH3:35]>O.C(O)C.C(Cl)(Cl)Cl>[CH2:34]([S:36]([O:1][C:2]1[C:3]([O:30][CH3:31])=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[O:26][CH3:27])[CH2:16][CH2:15]3)=[C:7]([CH3:28])[C:6]=2[CH:29]=1)(=[O:38])=[O:37])[CH3:35]

Participants

6

Reactant 3

HCID 11668Ethanesulfonic acidHCID 14798Sodium HydroxideHCID 19428170HCID 19428170, compound

Product 1

HCID 19428157HCID 19428157, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 19096565Water ethanolSolvent

Procedure

Alternative process: 1.3 g (3.1 mmol) of 6-hydroxy-7-methoxy-3-{2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl}-4-methyl-2H-1-benzopyran-2-one (Example 2), two equivalents of sodium hydroxide and 2.5 equivalents of ethanesulphonic acid are dissolved in water/ethanol and stirred for 60 hours at room temperature. The reaction product is taken up in chloroform, washed with dilute sodium hydroxide and with water, dried over sodium sulphate, and the solvent is removed under reduced pressure. 0.94 g (59%) of pale yellow crystals with a melting point of 148°-150° C. (from ethanol/TBME) are obtained by column chromatography over silica gel (solvent: acetone/petroleum ether 1/1).

Workup

  1. washwashed with dilute sodium hydroxide and with water
  2. dry with materialdried over sodium sulphate
  3. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-73df0f2977324bd5b68b46cd3b76f5a2
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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