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Chemical Structure| 97087-59-7 Chemical Structure| 97087-59-7

Structure of 97087-59-7

Chemical Structure| 97087-59-7

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Product Details of [ 97087-59-7 ]

CAS No. :97087-59-7
Formula : C7H16N2
M.W : 128.22
SMILES Code : NC1CC(CN)CCC1
MDL No. :MFCD13185923

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Application In Synthesis of [ 97087-59-7 ]

* 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 [ 97087-59-7 ]

[ 97087-59-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 34916-10-4 ]
  • [ 17983-30-1 ]
  • [ 97087-59-7 ]
  • [ 13338-82-4 ]
YieldReaction ConditionsOperation in experiment
The apparatus used consisted of two 270 ml high-pressure autoclaves with a gas inlet, a line for liquid ammonia and propeller stirrers, which were connected to one another via a line at the bottom of the autoclave such that the contents of the first reactor were transferable to the second reactor by means of elevated gas pressure. A mixture of 3- and 4-oxocyclohexanecarbonitrile (27.8 g, 228 mmol) was introduced into the first autoclave and the autoclave was closed. After inertization with nitrogen, liquid NH3 (120 g, 7.06 mol) was pumped in. The mixture was then heated to 8O0C with stirring (500 rpm). This achieved a pressure of 50 bar. The second autoclave was initially charged with Raney cobalt 2724 from Grace in an amount x, which was washed with MeOH (3 x 20 ml), and the autoclave was closed and inertized. After 2 h, the mixture from the first autoclave was transferred into the second (still at ambient pressure) by opening a valve in the connecting line. 150 bar of H2 were injected into the second autoclave which was heated to 1200C with stirring. On attainment of this temperature H2 was injected to 200 bar and the pressure was kept constant by injecting further H2. Hydrogenation was effected under these conditions for 3 h until the hydrogen uptake stopped, the autoclave was cooled and the contents were discharged. At the same time, a portion of the catalyst was discharged. Typically, full conversion and a selectivity (GC area%) of 96% were achieved. The experiment was repeated nine times, Raney cobalt (10 g) having been replenished for each new reaction. The collected effluents after NH3 had been evaporated off weighed 270 g. This amount was distilled by means of a distillation apparatus with a Normag column head with a 10 cm column, filled with wire mesh rings, at bottom temperature of 36-1300C at 1 mbar. This afforded two fractions (4 and 186 g) and residue (58 g). The main fraction was distilled over at 610C and comprised, according to GC, 98.6% of an isomer mixture of 3- and 4- aminomethylcyclohexylamine , a n d 0.46% of a mixture of 3- and 4- cyanomethylcyclohexylamine (yield 72.4% of theory), amine number 866 mg KOH/g. The results of the experiments are compiled in table 3. 1H NMR (CDCI3, 500 MHz): delta = 0.55-1.95 (m,signal cluster, 13 H, 4 x NH, 8 x CH2, CH), 2.45-2.65 (m, 2 H, 2 x CH2N), 2.95 (m, 1 H,somer u CHN), 3.10 (m, 1 H ,somer 2, CHN). - 13C NMR (CDCI3, DEPT, 126 MHz): delta = 19.8 (-, CH2), 24.7 (-, CH2), 25.0 (-, CH2), 29.5 (-, CH2), 29.8 (-, CH2), 32.4 (-, CH2), 34.6 (-, CH2), 35.5 (+, CH), 36.4 (-, CH2), 37.0 (-, CH2), 38.1 (-, CH2), 39.3 (+, CH), 40.5 (+, CH), 40.6 (-, CH2), 41.2 (+, CH), 45.7 (-, CH2), 46.7 (+, CH), 47.3 (+, CH), 48.4 (-, CH2), 48.6 (-, CH2), 50.4 (+, CH), 50.8 (+, CH). - GC (RTX-5 amine capillary column, 30 m RTX-5 amine, film thickness of 1.5 mum and internal diameter 0.25 mm; temp, program: 5 min isothermal at 600C, then heating at 15C/min to 2800C. Detector: FID): tR (isomer 1 ) = 15.38 min, tR (isomer 2) = 15.42 min, tR (isomer 3) = 15.54 min.
 

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