Piperidine → HCID 4991068, compound

HRID 2418971Notes

Reaction equation

HRID 2418971 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][NH:5][C:6](=[O:10])[CH2:7][C:8]#[N:9].[CH3:15][C:16](=O)[CH2:17][C:18](=O)[CH3:19].N1CCCCC1>C(O)C>[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[C:16]([CH3:15])=[CH:17][C:18]([CH3:19])=[C:7]([C:8]#[N:9])[C:6]1=[O:10]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 31261AcetylacetoneHCID 964628HCID 964628, compound

Product 1

HCID 4991068HCID 4991068, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-(2'-chlorobenzyl)-2-cyanoacetamide 179 g. (0.86 mole) and 2,4-pentanedione 86 g. (0.86 mole) in 500 ml. of 95% ethanol containing 10 ml. of piperidine is refluxed for 24 hours, after cooling the white crystalline product is isolated by vacuum filtration washed with ether and dried in vacuo to give 237.3 g. (87% yield) mp>250° C.;ν2210 (CN) and 1650 cm.-1 (C= O).

Workup

  1. temperatureafter cooling the white crystalline product
  2. customis isolated by vacuum filtration
  3. washwashed with ether
  4. customdried in vacuo
  5. customto give 237.3 g

Sources & evidence

ORD record
ord-f5fcc6b6a2c044b5b79258fd54dffa1d
Source dataset
uspto-grants-1978_08
Patent number
US04104273

Reaction notes

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