Cyclooctylamine → HCID 22642036, compound

HRID 2414702Notes

Reaction equation

HRID 2414702 reaction equation
F[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH:12]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(=O)([O-])O.[Na+]>O.CC(O)C>[CH:12]1([NH:20][C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

6

Reactant 3

HCID 2903CyclooctylamineHCID 677684-Fluoro-3-nitroanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 22642036HCID 22642036, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

A mixture of 3.12 g (0.020 mol) of 4-fluoro-3-nitroaniline, 2.57 g (0.022 mol) of cyclooctylamine and 1.7 g (0.020 mol) of sodium hydrogen carbonate was refluxed for 3 hours in 5 ml of water and 5 ml of 2-propanol. After cooling to room temperature, the residues were filtered off and the filtrate was extracted with chloroform. The solvent was removed in vacuo and the residue was recrystallized from 20% hydrochloric acid. A yellow-green solid melting at 161° C. was obtained.

Workup

  1. filtrationthe residues were filtered off
  2. extractionthe filtrate was extracted with chloroform
  3. customThe solvent was removed in vacuo
  4. customthe residue was recrystallized from 20% hydrochloric acid

Sources & evidence

ORD record
ord-df1ea94abcb249e79d5616718c0b1e35
Source dataset
uspto-grants-2004_11
Patent number
US06814761B1

Reaction notes

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