Piperidine → HCID 2338568, compound

HRID 1512033Notes

Reaction equation

HRID 1512033 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.[S:12]1[CH:16]=[CH:15][C:14]([CH:17]=O)=[CH:13]1.N1CCCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[CH:17]/[C:14]3[CH:15]=[CH:16][S:12][CH:13]=3)/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 681353-ThiophenecarboxaldehydeHCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 2338568HCID 2338568, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1, 6-chlorooxindole (2 g, 11.9 mmol) (Alfa) was reacted with 3-thiophenecarboxaldehyde (1.09 mL, 11.9 mmol) (Aldrich) and piperidine (1.18 mL, 11.9 mmol) in methanol to give E/Z-6-chloro-3-thiophen-3-ylmethylene-1,3-dihydro-indol-2-one as a yellow solid (Yield 2.4 g, 77%)

Sources & evidence

ORD record
ord-e736223d262b4b9bad95f373f14de1fa
Source dataset
uspto-grants-2012_07
Patent number
US08217051B2

Reaction notes

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