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Chemical Structure| 91-00-9 Chemical Structure| 91-00-9
Chemical Structure| 91-00-9

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Robert Kawȩcki ;

Abstract: N-Sulfenylimines (sulfenimines, thiooximes, N-alkylidenesulfenamides) were efficiently synthesized through the reaction of primary amines and disulfides with NBS or bromine. This reaction can be carried out in an open flask at room temperature without the need for any transition-metal-containing additives. The use of thiols instead of disulfides gave similar results. A wide range of amines were reacted with aryl and alkyldisulfides, resulting in the formation of sulfenimines in a yield of 44–99%.

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Product Details of 4-Phenylbenzylamine

CAS No. :91-00-9
Formula : C13H13N
M.W : 183.25
SMILES Code : NC(C1=CC=CC=C1)C2=CC=CC=C2
MDL No. :MFCD00008059
InChI Key :MGHPNCMVUAKAIE-UHFFFAOYSA-N
Pubchem ID :7036

Safety of 4-Phenylbenzylamine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Phenylbenzylamine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 91-00-9 ]
  • Downstream synthetic route of [ 91-00-9 ]

[ 91-00-9 ] Synthesis Path-Upstream   1~5

  • 1
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References: [1] Synthetic Communications, 1988, vol. 18, # 2, p. 205 - 212.
  • 2
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YieldReaction ConditionsOperation in experiment
75% With potassium carbonate In methanol; water; toluene EXAMPLE 1
N-Benzhydrylazetidine
To A solution of 6.9 kg (50 moles) of potassium carbonate in 7.5 liters of water was added 18.5 liters of 1-butanol, 7.85 kg (50 moles) of 1-bromo-3-chloropropane and 5.18 kg (25 moles) of benzhydrylamine (97percent purity with 10percent toluene as a residual solvent).
The reaction mixture was heated to 100° C. externally with steam and stirred slowly under a nitrogen gas atmosphere overnight.
About 12 liters of water was added to the mixture to dissolve some inorganic salt precipitate.
The layers were separated and organic layer was distilled under reduced pressure to remove about 18 liters of butanol and water.
To the residue was added 1.5 liters of methanol and the resulting mixture was stirred slowly while cooling down to room temperature.
The white solid was collected by filtration, rinsed twice with 700 ml portions of methanol and dried in a vacuum oven to give 4.2 kg (75percent) of product, m.p. 107°-109°
References: [1] Patent: US4870189, 1989, A, .
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References: [1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7885 - 7887.
  • 4
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References: [1] Synthetic Communications, 1988, vol. 18, # 2, p. 205 - 212.
  • 5
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References: [1] Synthetic Communications, 1988, vol. 18, # 2, p. 205 - 212.
 

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