Isobutylamine → 4-Isobutyl-3-nitro quinoline

HRID 2056959Notes

Reaction equation

HRID 2056959 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[N+:12]([O-:14])=[O:13].[CH2:15](N)[CH:16]([CH3:18])[CH3:17].N(CCO)(CCO)CCO>C1(C)C=CC=CC=1>[CH2:15]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13])[CH:16]([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 7618TriethanolamineHCID 112758084-Chloro-3-nitroquinoline

Product 1

HCID 225904984-Isobutyl-3-nitro quinoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-chloro-3-nitro-quinoline is reacted with isobutyl amine in the presence of triethanolamine (TEA) at between −10 and +15° C. in toluene, while excluding moisture. Afer washing and phase separation, the organic solution is ready for the next step.

Workup

  1. washAfer washing
  2. customphase separation

Sources & evidence

ORD record
ord-dc2b598334e3420da698d5cdd809956d
Source dataset
uspto-grants-2008_02
Patent number
US07335772B2

Reaction notes

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