56983-07-4 → HCID 22417875, compound

HRID 1720266Notes

Reaction equation

HRID 1720266 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:15])[CH:3]=1.[CH:16]1([CH2:22][O:23][C:24]2[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>C(O)C>[OH2:13].[ClH:1].[CH:16]1([CH2:22][O:23][C:24]2[CH:30]=[CH:29][C:27]([NH:28][C:2]3[C:11]4[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=4)[N:5]=[C:4]([CH3:15])[CH:3]=3)=[CH:26][CH:25]=2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 473732456983-07-4HCID 156816514-(Cyclohexylmethoxy)aniline

Product 1

HCID 22417875HCID 22417875, compoundYield 199.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.0 g (4.5 mmol) of 4-chloro-2-methyl-8-nitroquinoline, 1.0 g (4.9 mmol) of 4-(cyclohexylmethyloxy)aniline and 30 mL of ethanol was heated under reflux for five hours. After cooling to room temperature, the reaction solution was evaporated to a residue which was slurried in in diethyl ether and filtered to furnish 2.0 g (99%) of N-[4-(cyclohexylmethyloxy)phenyl]-2-methyl-8-nitroquinolin-4-amine hydrochloride hydrate: m.p. 211°-214° C. (uncorr.).

Workup

  1. temperatureunder reflux for five hours
  2. customthe reaction solution was evaporated to a residue which
  3. filtrationfiltered

Sources & evidence

ORD record
ord-d6976401b0f84d73a1e2ee31b90f3fd2
Source dataset
uspto-grants-1996_04
Patent number
US05506235

Reaction notes

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