Piperidine → HCID 14221009, compound

HRID 986018Notes

Reaction equation

HRID 986018 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([I:10])=[CH:6][C:3]=1[CH:4]=O.[N+:11]([CH2:14][C:15](OCC)=[O:16])([O-:13])=[O:12].N1CCCCC1>CC1C=CC=CC=1C>[I:10][C:7]1[CH:6]=[C:3]2[C:2](=[CH:9][CH:8]=1)[NH:1][C:15](=[O:16])[C:14]([N+:11]([O-:13])=[O:12])=[CH:4]2

Participants

5

Reactant 3

HCID 8082PiperidineHCID 69379Ethyl nitroacetateHCID 142210302-Amino-5-iodobenzaldehyde

Product 1

HCID 14221009HCID 14221009, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A stirred mixture of 2-amino-5-iodobenzaldehyde (2.0 g), ethyl nitroacetate (4.2 g), and piperidine (0.7 g) was heated under reflux for 1.5 hours in o-xylene (100 cm3). The cooled solution was then concentrated in vacuo and the solid residue was recrystallised from chloroform-isopropanol to afford 6-iodo-3-nitro-2-(1H)-quinolone, m.p. 279°-282°, (1.14 g).

Workup

  1. temperaturewas heated
  2. concentrationThe cooled solution was then concentrated in vacuo
  3. customthe solid residue was recrystallised from chloroform-isopropanol

Sources & evidence

ORD record
ord-f12109520e744631ae012a7526fd76b5
Source dataset
uspto-grants-1987_12
Patent number
US04710507

Reaction notes

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