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Type HazMat fee for 500 gram (Estimated)
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Chemical Structure| 689758-90-5 Chemical Structure| 689758-90-5

Structure of 689758-90-5

Chemical Structure| 689758-90-5

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Product Details of [ 689758-90-5 ]

CAS No. :689758-90-5
Formula : C6H13N3O
M.W : 143.19
SMILES Code : O=C(C1CNCCC1)NN
MDL No. :MFCD03941391

Safety of [ 689758-90-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3259
Packing Group:

Application In Synthesis of [ 689758-90-5 ]

* 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 [ 689758-90-5 ]

[ 689758-90-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 689758-90-5 ]
  • [ 127294-75-1 ]
YieldReaction ConditionsOperation in experiment
77% With hydrogenchloride; isopentyl nitrite; In water; at 0℃; for 2.16667h;Reflux; To 36 g (250 mmol) of racemic nipecotic acid hydrazide in 125 ml water were added 45 ml (500 mmol) of cone, hydrochloric acid under cooling (ice/ salt). 25.1 g isopentyl nitrite (300 mmol) was added during 30 min at 0 C and stirred at the same temperature for additional 30 min. HPLC shows complete conversion to the desired azide with no starting material left. The mixture was poured drop wise during 10 min onto 500 ml of hot (80 C) water. Boiling was continued for additional 60 min. The solution was cooled to room temperature, cone, hydrochloric acid (40 ml) was added and the solution was concentrated to a viscous mass. Water (100 ml) was added, and the solution was concentrated again. Isopropyl alcohol (100 ml) was added, and the solution was concentrated again. The residue was dissolved in hot methanol (50 ml). To the cooled methanol solution was added acetone (100 g) dropwise under vigorous stirring. The precipitated 3-aminopiperidine dihydrochloride was isolated (40 g of wet product) and dried via azeotropic distillation under reduced pressure with two portions (50 ml each) of isopropanol. Hot methanol was added and the suspension was stirred over night at r.t. The suspension was diluted with 70 g acetone and the solid material was isolated via filtration. 33.2 g (192 mmol, corresponds to 77 % yield) of 3- aminopiperidine dihydrochloride was obtained as a white powder. Chemical purity (HPLC) is 98.7 % with a water content (determined by Karl Fischer titration) of 0.046 %.
 

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