Phenylhydrazine → HCID 178515184, compound

HRID 249668Notes

Reaction equation

HRID 249668 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]([O:14]CC)=O.C(N(CC)CC)C.[C:24]1([NH:30][NH2:31])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC1C=CC=CC=1C>[C:24]1([N:30]2[C:12](=[O:14])[C:3]3=[CH:4][NH:5][C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=4[C:2]3=[N:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 7516PhenylhydrazineHCID 8471TriethylamineHCID 268963Ethyl 4-Chloroquinoline-3-carboxylate

Product 1

HCID 178515184HCID 178515184, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A suspension of ethyl 4-chloro-quinoline-3-carboxylate (3a) (2.35 g, 0.01 M) in 20 mL of o-xylene was refluxed with triethylamine (2.0 mL, 0.02 M) and phenyl hydrazine (2.89 g, 0.02 M) overnight. The crude product was obtained by filtration followed by washing the solid with cold methanol.

Sources & evidence

ORD record
ord-14d96c75fdcb4a85a34f10dc3a1a4f64
Source dataset
uspto-grants-2011_01
Patent number
US07863266B2

Reaction notes

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