Methanol → HCID 23369698, compound

HRID 1900847Notes

Reaction equation

HRID 1900847 reaction equation
[CH:1]([C:4]1[C:5](=[O:17])[NH:6][C:7]2[C:12]([CH:13]=1)=[C:11]([O:14]C)[CH:10]=[CH:9][C:8]=2[CH3:16])([CH3:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].CO>ClC1C=CC=CC=1>[OH:14][C:11]1[CH:10]=[CH:9][C:8]([CH3:16])=[C:7]2[C:12]=1[CH:13]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:17])[NH:6]2

Participants

5

Reactant 3

HCID 887MethanolHCID 6451240Aluminum(III) ChlorideHCID 23369836HCID 23369836, compound

Product 1

HCID 23369698HCID 23369698, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
110 °C

Procedure

3-Isopropyl-5-methoxy-8-methylcarbostyril (2.10 g, 9.90 mmol) was suspended in chlorobenzene (50 ml), to which aluminum chloride (4.20 g, 31.5 mmol) was added. The mixture was stirred at 110° C. for 1 hour. The reaction mixture was cooled on ice, and methanol (30 ml) was added thereto. After stirring for 10 minutes, the reaction mixture was condensed under reduced pressure. The resultant residue was recrystallized from water to obtain 1.60 g of the title compound as pale yellow powdery crystals (81.1%).

Workup

  1. additionwas added
  2. additionwas added
  3. stirringAfter stirring for 10 minutes
  4. customcondensed under reduced pressure
  5. customThe resultant residue was recrystallized from water

Sources & evidence

ORD record
ord-3104f5ea78784812b0cd743c2a27a0a1
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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