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[ CAS No. 1075-76-9 ] {[proInfo.proName]}

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Chemical Structure| 1075-76-9
Chemical Structure| 1075-76-9
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Product Details of [ 1075-76-9 ]

CAS No. :1075-76-9 MDL No. :MFCD00001953
Formula : C9H10N2 Boiling Point : -
Linear Structure Formula :- InChI Key :FENJKTQEFUPECW-UHFFFAOYSA-N
M.W : 146.19 Pubchem ID :14100
Synonyms :

Safety of [ 1075-76-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1075-76-9 ]

* 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 [ 1075-76-9 ]
  • Downstream synthetic route of [ 1075-76-9 ]

[ 1075-76-9 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 1075-76-9 ]
  • [ 5652-38-0 ]
YieldReaction ConditionsOperation in experiment
77.7%
Stage #1: for 1 h; Heating / reflux
Step A 3-Phenylamino-propionic acidA mixture of 3-phenylamino-propionitrile (5.03g, 34.4 mmol) in 60 ml_ of NaOH (10percent) solution is heated to reflux. After 1h, the mixture is cooled and acidified with acetic acid. The resulting solution is subsequently extracted with ethyl acetate and the combined extracts are washed by brine, and dried over anhydrous sodium sulfate. After concentration, the residue is purified by flash chromatography (methanol-dichloromethane), and gives the title compound (4.39 g, 77.7percent yield).
Reference: [1] Patent: WO2008/76860, 2008, A1, . Location in patent: Page/Page column 61
[2] Tetrahedron, 2004, vol. 60, # 13, p. 3045 - 3049
[3] Patent: US2008/21056, 2008, A1, . Location in patent: Page/Page column 69; 70
  • 2
  • [ 64-18-6 ]
  • [ 1075-76-9 ]
  • [ 94-34-8 ]
YieldReaction ConditionsOperation in experiment
55% With platinum on activated charcoal; phenylsilane In toluene at 80℃; for 15 h; Schlenk technique; Inert atmosphere An activated carbon supported platinum catalyst (Pt / C, 0.06 mg platinum, 0.0003 mmol, 0.1 molpercent) was added to a 10 mL Schlenk tube,After evacuation of argon, add 1 mL of solvent (toluene).Under argon protection, to the above system,Were successively added with phenylsilane (78.9 mg, 0.75 mmol), III-12 (R2 =Phenyl, R3 = 2-cyanoethyl) (43.9 mg, 0.3 mmol) and formic acid (27.6 mg, 0.6 mmol). The whole antiThe reaction was carried out at 80 ° C with stirring for 15 hours.After completion of the reaction, 3 mL of ethyl acetate was added to the system,The reaction was quenched with aqueous sodium hydroxide (3 mol / L, 3 mL)Ethyl acetate (3 x 10 mL), the organic phase was separated,Dried over anhydrous Na2SO4, filtered,The solvent was removed by rotary evaporation.The residue was purified by column chromatography on ethyl acetate / petroleum ether = 1: 50 mixed solvent,Separation and purification gave the title product IV-1226.4 mg, yield 55percent.
Reference: [1] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9042 - 9046[2] Angew. Chem., 2015, vol. 127, # 31, p. 9170 - 9174,5
[3] Catalysis Science and Technology, 2016, vol. 6, # 16, p. 6172 - 6176
[4] Patent: CN106892826, 2017, A, . Location in patent: Paragraph 0165; 0166; 0167; 0168; 0169; 0170
[5] Chemistry - A European Journal, 2014, vol. 20, # 26, p. 7879 - 7883
  • 3
  • [ 1075-76-9 ]
  • [ 75-05-8 ]
  • [ 94-34-8 ]
YieldReaction ConditionsOperation in experiment
93% at 80℃; for 24 h; Inert atmosphere; Schlenk technique; Glovebox 1) Under the protection of nitrogen,In a glove box 0.5 mmol of 3- (anilino) propionitrile, 8 equiv PMHS (4 mmol Si-H),2.5 molpercent potassium phosphate,5 molpercent 18-crown-6, 3.2 ml acetonitrile were added to a 100 ml schlenk tube.2) The N2 in the schlenk tube is replaced with CO2 as the C1 source by means of a double-tube tube in a liquid nitrogen-cooled freeze-plow operation and the CO2 pressure is 1 bar.3) The reaction was carried out at 80 ° C for 24 hours.4) After the reaction was separated by column chromatography,The stationary phase was silica gel, the mobile phase was petroleum ether and ethyl acetate, and the volume ratio was 9: 1.Bruker nuclear magnetic resonance, the final target productN-methyl-N-cyanoethylaniline (shown in Figures 3 and 4),Isolated yield 93percent.
Reference: [1] Patent: CN107337606, 2017, A, . Location in patent: Paragraph 0055; 0056; 0057; 0058; 0059; 0060
  • 4
  • [ 124-38-9 ]
  • [ 1075-76-9 ]
  • [ 94-34-8 ]
Reference: [1] ACS Catalysis, 2016, vol. 6, # 11, p. 7876 - 7881
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