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[ CAS No. 927-63-9 ] {[proInfo.proName]}

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Chemical Structure| 927-63-9
Chemical Structure| 927-63-9
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Product Details of [ 927-63-9 ]

CAS No. :927-63-9 MDL No. :MFCD00006999
Formula : C5H9NO Boiling Point : -
Linear Structure Formula :(CH3)2NCHCHCHO InChI Key :RRLMPLDPCKRASL-ONEGZZNKSA-N
M.W : 99.13 Pubchem ID :638320
Synonyms :

Safety of [ 927-63-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3267
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 927-63-9 ]

* 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.

  • Downstream synthetic route of [ 927-63-9 ]

[ 927-63-9 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 56619-93-3 ]
  • [ 927-63-9 ]
  • [ 6931-19-7 ]
  • 2
  • [ 5220-49-5 ]
  • [ 927-63-9 ]
  • [ 53400-41-2 ]
  • [ 56798-21-1 ]
  • 3
  • [ 927-63-9 ]
  • [ 130721-78-7 ]
  • [ 35170-94-6 ]
  • 4
  • [ 927-63-9 ]
  • [ 70298-89-4 ]
  • [ 253-72-5 ]
  • 5
  • [ 141-86-6 ]
  • [ 927-63-9 ]
  • [ 15992-83-3 ]
YieldReaction ConditionsOperation in experiment
21% at 120℃; for 10h; Part I-- Synthesis of [1,8]-Naphthyridin-2-ylamine; Pyridine-2,6-diamine (0.30 g, 2.8 mmol), 3-dimethylaminoacrolein (90%, 0.30 g, 2.8mmol), and polyphosphoric acid (PPA) (2.7 mL) were combined and the reaction mixture washeated to 120 oc for 10 hours. Then, the reaction mixture was poured on ice water and neutralized with solid sodium carbonate. The resulting aqueous mixture was extracted threetimes with ethyl acetate and the combined organic extracts were washed with brine,concentrated, and purified by column chromatography (EtOAc/hexanes) to give [1,8]naphthyridin-2-ylamine. Yield 85 mg (21 %). LCMS (ESI): calc. C8H7N3 = 145; obs. M+H =146.
  • 6
  • [ 111-86-4 ]
  • [ 15666-97-4 ]
  • [ 927-63-9 ]
  • octyl (2E,4E)-2-cyano-5-(dimethylamino)penta-2,4-dienoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% Example 7 Preparation of octyl (2E,4E)-2-cyano-5-(dimethylamino)penta-2,4-dienoate N,N-Dimethylacrolein (37.4 ml, 0.374 mol) is dissolved in 500 ml of toluene while bubbling with nitrogen and the catalyst, a mixture of acetic acid (4.1 ml, 0.2 equiv.) and of n-octylamine (1.8 ml, 0.03 equiv.), is added. The mixture is heated to reflux and <strong>[15666-97-4]n-<strong>[15666-97-4]octyl cyanoacetate</strong></strong> (76 ml, 0.359 mol) is added dropwise over 25 minutes. The water is removed by azeotropic distillation. The reaction is halted after 2 hours. The solvent is evaporated under vacuum. 123 g of an orangey brown solid are obtained, which solid is recrystallized from isopropanol to give 118.5 g (yield: 85%) of the derivative of Example 7 in the form of pale yellow needles: M.P.: 80-81 C. UV (Ethanol): lambdamax=380 nm, E1%=2186.
  • 7
  • [ 120069-21-8 ]
  • [ 927-63-9 ]
  • C10H16N2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrabutylammomium bromide; at 40℃;Microwave irradiation; Green chemistry; In a 500 mL three-necked flask reactor equipped with a thermometer, 73.6 g (0.5 mol) of isopropyl cyanoethylsulfone, 10 mL of tetrabutylammonium bromide, and 3-dimethylaminoprop-2-enal 62 mL (0.5 mol) were mixed and homogenized. The prepared reactor was placed in a microwave oven. The reaction was carried out under the conditions of microwave irradiation, 40 C temperature, microwave power of 100W and the frequency of 2450MHz under the conditions of the reaction,TLC detection (petroleum ether: dichloromethane 1: 2 expansion, sublimation iodine color) 3-dimethylaminoprop-2-enal was completely reacted to prepare an intermediate. Cooled to room temperature, passed HCl gas, reacted at room temperature, and the reaction was followed by HPLC until the reaction was complete and the reaction time was 1 h. Add 5% potassium hydroxide solution to adjust the pH = 7-8, separated, the water layer with dichloromethane 100mL × 3 times extraction, combined organic layer. After washing with water, the molecular sieves were dried and filtered and the solvent was distilled off. The dichloromethane was recovered to give 2-chloro-3-isopropylsulfonylpyridine, 101.0 g of a colorless liquid in a yield of 92.0%.
  • 8
  • [ 120069-21-8 ]
  • [ 927-63-9 ]
  • [ 139272-28-9 ]
YieldReaction ConditionsOperation in experiment
92.5% The reactor was charged with 73.6 g (0.5 mol) of isopropyl cyanoethyl ethyl sulfone, 50 mL of tetrabutylphosphine bromide,3-dimethylaminoacrolein 62mL (0.5mol), mixed well,Microwave heating to 140 C and incubated for 20min reaction, TLC detection (petroleum ether: dichloromethane 1: 2 expansion, sublimation of iodine color) 3 - dimethylaminoacrolein reaction was complete, cooled to 10 C, the organic solvent ether 60mL Extraction 3 times, I phase ionic liquid washing, reuse after vacuum drying, the organic phase was dried HCl gas, HPLCThe reaction is followed until the reaction is complete. Join mass fraction of 20% sodium hydroxide solution to adjust the pH = 7-8, liquid separation, aqueous layer with B. Ether 100mL × 3, the organic layer was combined, washed with water, liquid separation, molecular sieve drying, filtration, the solvent was evaporated under reduced pressure diethyl ether recovery, There was 2-chloro-3-isopropylsulfonylpyridine as a colorless liquid, 101.6 g, yield 92.5%. The product was characterized by HR-MS as follows:
  • 9
  • [ 14447-15-5 ]
  • [ 927-63-9 ]
  • [ 1011481-58-5 ]
YieldReaction ConditionsOperation in experiment
90.5% In a 500 mL three-necked flask equipped with a thermometer, 3-dimethylaminoacrolein (62 mL, 0.5 mol) and sodium tert-butoxide (2.0 g) were added first, followed by 66.5 mL (0.6 mol) of <strong>[14447-15-5]propyl cyanoacetate</strong>. The prepared device is placed in an ultrasonic instrument. Ultrasonic irradiation conditions were set, and the reaction was carried out at a temperature of 80 C, an ultrasonic power of 300 W, and a frequency of 40 KHz TLC test (petroleum ether:dichloromethane 1:2 development, sublimation iodine development) 3-dimethylaminopropylene Aldehyde reaction is complete. After that, HCl gas was again introduced. Ultrasonic irradiation conditions were as above, and the reaction was followed by HPLC until the reaction was completed. After the reaction was completed, ammonia solution was added to adjust pH = 5-6, and the layers were separated. The aqueous layer was extracted with dichloromethane (20 mL x 3 times). The organic layers were combined, washed with deionized water (10 mL), and the organic layer was dried over anhydrous sodium sulfate (Na2SO4). , Filtration, evaporation by heating to remove the solvent, the residue vacuum distillation, collecting 110-117 C / lmmHg fractions to obtain 2-chloronicotinic acid propyl ester, colorless liquid 96.7g, the yield of 90.5%.
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