Propyl isocyanate → 1-(4-Nitrophenethyl)-3-propylurea

HRID 1742061Notes

Reaction equation

HRID 1742061 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([CH2:8][CH2:9][NH2:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:13]([N:16]=[C:17]=[O:18])[CH2:14][CH3:15]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH2:9][NH:10][C:17]([NH:16][CH2:13][CH2:14][CH3:15])=[O:18])=[CH:11][CH:12]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 951534-Nitrophenethylamine

Product 1

HCID 116944931-(4-Nitrophenethyl)-3-propylureaYield 89.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Nitrophenethylamine (127 g, 0.767 mol) [J. Org. Chem., 43, 31 (1978)] was dissolved in 2.5 liters of toluene, and propyl isocyanate (72 ml, 0.764 mol) was slowly added dropwise at room temperature. The mixture was stirred for two hours, and the crystals formed were collected by filtration and dried under reduced pressure to give 171.5 g (yield: 89.8%) of 1-(4-nitrophenethyl)-3propylurea (Compound a).

Workup

  1. customthe crystals formed
  2. filtrationwere collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-0ffbfc6b4d1441bcb6b9b80ef6c3f77e
Source dataset
uspto-grants-1994_08
Patent number
US05336769

Reaction notes

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