Piperidine → HCID 86644382, compound

HRID 1512036Notes

Reaction equation

HRID 1512036 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[Cl:12][C:13]1[O:17][C:16]([CH:18]=O)=[CH:15][CH:14]=1.N1CCCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:18]/[C:16]3[O:17][C:13]([Cl:12])=[CH:14][CH:15]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 27696305-Chloro-2-furaldehyde

Product 1

HCID 86644382HCID 86644382, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1, 6-chlorooxindole (3.2 g, 19.1 mmol) (Alfa) was reacted with 5-chloro-2-furaldehyde (2.5 g, 19.1 mmol) (Aldrich) and piperidine (1.89 mL, 19.1 mmol) in methanol to give E/Z-6-chloro-3-(5-chloro-furan-2-ylmethylene)-1,3-dihydro-indol-2-one as a yellow solid (Yield 5.2 g, 97%)

Sources & evidence

ORD record
ord-b0bbd71e482948b79e17682993e4cf51
Source dataset
uspto-grants-2012_07
Patent number
US08217051B2

Reaction notes

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