Cyclohexylamine → HCID 68922312, compound

HRID 1788613Notes

Reaction equation

HRID 1788613 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:6]=1Cl)[CH3:2].[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>C(#N)C>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:6]=1[NH:22][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH3:2]

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 12909402HCID 12909402, compound

Product 1

HCID 68922312HCID 68922312, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The crude 2-chloro-3-nitro-benzoic acid ethyl ester was dissolved in acetonitrile (100 mL) and cyclohexylamine (2.5 mL, 21.83 mmol) was added. The mixture was stirred at reflux overnight. After evaporation of solvent, water (100 mL) was added and the precipitates were collected by filtration and dried to give 2-cyclohexylamino-3-nitro-benzoic acid ethyl ester (1.168 g, 95%). MS: 293.16 (M+H+).

Workup

  1. temperatureat reflux overnight
  2. customAfter evaporation of solvent, water (100 mL)
  3. additionwas added
  4. filtrationthe precipitates were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-32973439968e48cc92f147eea162d254
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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