Methanol → HCID 54342442, compound

HRID 862389Notes

Reaction equation

HRID 862389 reaction equation
[C:1]([C:4]1[CH:20]=[CH:19][C:7]([CH:8]=[C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]2=[O:18])=[CH:6][CH:5]=1)([OH:3])=[O:2].[CH3:21]O.OS(O)(=O)=O>C1C=CC=CC=1>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:8]=[C:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]2=[O:18])=[CH:19][CH:20]=1)([O:3][CH3:21])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 53957965HCID 53957965, compound

Product 1

HCID 54342442HCID 54342442, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3-(4-carboxybenzylidene)-7-azaoxindole (2.663 g, 10 mmol), methanol (3.2 g, 0.1 mol) and H2SO4 95% (1 g) in benzene (100 ml) was heated in a Soxhlet apparatus for 10 h. To dry the distillate continuously, the cap of the Soxhlet contained anhydrous MgSO4. After cooling, water was added, the organic phase repeatedly washed with water and then evaporated under vacuum. Thus almost pure title compound was obtained in about 90% yield.

Workup

  1. customTo dry the distillate continuously
  2. customthe cap of the Soxhlet
  3. temperatureAfter cooling
  4. additionwater was added
  5. washthe organic phase repeatedly washed with water
  6. customevaporated under vacuum

Sources & evidence

ORD record
ord-560e52ab77054ddd8a119d4dce6d239a
Source dataset
uspto-grants-1998_02
Patent number
US05719135

Reaction notes

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