Sodium Carbonate → HCID 20141779, compound

HRID 649537Notes

Reaction equation

HRID 649537 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:21]=[C:22]([CH3:37])[N:23]([C:25]3[CH:26]=[C:27]4[C:32](=[C:33]([CH3:35])[CH:34]=3)[NH:31][C:30](=[O:36])[CH:29]=[CH:28]4)[CH:24]=2)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH3:12][S:13]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:21]=[C:22]([CH3:37])[N:23]([C:25]3[CH:26]=[C:27]4[C:32](=[C:33]([CH3:35])[CH:34]=3)[NH:31][C:30](=[O:36])[CH:29]=[CH:28]4)[CH:24]=2)=[CH:16][CH:15]=1)=[O:9]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 20141789HCID 20141789, compound

Product 1

HCID 20141779HCID 20141779, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

meta-Chloroperbenzoic acid (0.11 g) was added in portions over a period of 5 minutes to a stirred suspension of 6-(4-[4-methylthiophenyl]-2-methylimidazol-1-yl)-8-methyl-2-(1H)-quinolone (0.2 g) in dichloromethane (10 cm3) at 0°. The mixture was stirred at 0° for 30 minutes, then poured into saturated aqueous sodium carbonate solution (30 cm3) and extracted with dichloromethane (3×25 cm3). The combined and dried (MgSO4) extracts were evaporated in vacuo to give a solid which was recrystallised from dichloromethane to give the title compound, m.p. 313°-5°, (0.08 g).

Workup

  1. extractionextracted with dichloromethane (3×25 cm3)
  2. dry with materialdried (MgSO4) extracts
  3. customwere evaporated in vacuo
  4. customto give a solid which
  5. customwas recrystallised from dichloromethane

Sources & evidence

ORD record
ord-86b4f80d3f3040dbb8ff30c36ae7b413
Source dataset
uspto-grants-1988_04
Patent number
US04740513

Reaction notes

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