Cyclopentylamine → 1-(4-Methoxy-2-nitrophenyl)-3-cyclopentylurea

HRID 1901053Notes

Reaction equation

HRID 1901053 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:18])OC2C=CC=CC=2)=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1.[CH:22]1([NH2:27])[CH2:26][CH2:25][CH2:24][CH2:23]1>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([NH:27][CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:18])=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 16227844phenyl N-(4-methoxy-2-nitrophenyl)carbamate

Product 1

HCID 233700901-(4-Methoxy-2-nitrophenyl)-3-cyclopentylureaYield 91%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Phenyl 4-methoxy-2-nitrophenylcarbamate (1.1 g) and cyclopentylamine (0.37 g) were dissolved in xylene (10 ml) and the solution was heated under reflux for 2 hrs. After allowing the reaction solution to cool, the crystals formed was filtered, washed with xylene, and dried to give 1-(4-methoxy-2-nitrophenyl)-3-cyclopentylurea (0.97 g, 87%) as crystals.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 2 hrs
  3. temperatureto cool
  4. customthe crystals formed
  5. filtrationwas filtered
  6. washwashed with xylene
  7. customdried

Sources & evidence

ORD record
ord-a2c76ab4e8464bacbcbdfb48d03b9e16
Source dataset
uspto-grants-1996_11
Patent number
US05576335

Reaction notes

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