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Water → 2-Propylphenylcyanamide

HRID 1993961
Notes
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Reaction equation

HRID 1993961 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 10476Cyanogen BromideHCID 157592-Propylaniline

Product 1

HCID 190127092-PropylphenylcyanamideYield 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-279b83526eec4ec99d21fcb02992df8f
Source dataset
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07652062B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes