Water → (2-Propylphenyl)cyanamide

HRID 1593571Notes

Reaction equation

HRID 1593571 reaction equation
[N:1]#[C:2]Br.[CH2:4]([C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=1[NH2:9])[CH2:5][CH3:6].O>CCOCC>[CH2:4]([C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=1[NH:9][C:2]#[N:1])[CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 10476Cyanogen BromideHCID 157592-Propylaniline

Product 1

HCID 19012709(2-Propylphenyl)cyanamideYield 41.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of cyanogen bromide (1.89 g, 17.9 mmol), and 2-n-propylaniline (3.87 g, 28.65 mmol) in ether (50 mL) was stirred for 2.5 hours under nitrogen atmosphere. The mixture was poured into water and extracted with diethylether. The solvent was dried over magnesium sulfate and concentrated in vacuo at room temperature to give 2-propylphenylcyanamide (1.2 g, 26%) as an off white solid.

Workup

  1. extractionextracted with diethylether
  2. dry with materialThe solvent was dried over magnesium sulfate
  3. concentrationconcentrated in vacuo at room temperature

Sources & evidence

ORD record
ord-4227c0cc5cf84acc8fa4360479d5298b
Source dataset
uspto-grants-2007_11
Patent number
US07297713B2

Reaction notes

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