Hydrochloric Acid → HCID 69941282, compound

HRID 1060776Notes

Reaction equation

HRID 1060776 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=O)[CH2:7][CH2:6]2.[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][C:16]1=[O:24].N1CCCCC1.Cl>CN(C)C=O.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[C:17]1[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:15][C:16]1=[O:24])[CH2:7][CH2:6]2

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 750185,6-Dimethoxy-1-indanoneHCID 321710Oxindole

Product 1

HCID 69941282HCID 69941282, compoundYield 20.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 0.6 g 5,6-dimethoxy-1-indanone, 1.04 g oxindole and 2.3 ml piperidine in 4 ml dimethylformamide was heated in a sealed tube at 130° C. for 12 hours to yield an orange suspension. The mixture was added to 1N hydrochloric acid in ethanol and the solids which formed were filtered and rinsed with water and ethanol. The solid was slurried in ethanol and filtered to yield 200 mg of 3-(5,6-dimethoxyindan-1-ylidene)-1,3-dihydroindol-2-one.

Workup

  1. customto yield an orange suspension
  2. customthe solids which formed
  3. filtrationwere filtered
  4. washrinsed with water and ethanol
  5. filtrationfiltered

Sources & evidence

ORD record
ord-a0da7110870c407ba68d55275ec4c040
Source dataset
uspto-grants-2003_02
Patent number
US06525072B1

Reaction notes

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