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[ CAS No. 5324-30-1 ] {[proInfo.proName]}

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Chemical Structure| 5324-30-1
Chemical Structure| 5324-30-1
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Product Details of [ 5324-30-1 ]

CAS No. :5324-30-1 MDL No. :MFCD00000239
Formula : C6H14BrO3P Boiling Point : -
Linear Structure Formula :(CH3CH2O)2P(O)CH2CH2Br InChI Key :PINITSMLVXAASM-UHFFFAOYSA-N
M.W : 245.05 Pubchem ID :79218
Synonyms :

Safety of [ 5324-30-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5324-30-1 ]

* 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 [ 5324-30-1 ]
  • Downstream synthetic route of [ 5324-30-1 ]

[ 5324-30-1 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 5324-30-1 ]
  • [ 66224-66-6 ]
  • [ 121149-94-8 ]
  • [ 2715-68-6 ]
YieldReaction ConditionsOperation in experiment
71% With potassium carbonate In N,N-dimethyl-formamide at 153℃; for 15 h; Potassium carbonate, 5.1 g (37 mmol), was added to a mixture of 1.8 g (7.41 mmol) of diethyl 2-bromoethylphosphonate and 1 g (7.41 mmol) of adenine in 20 mL of DMF. The mixture was refluxed for 15 h, the precipitate of potassium carbonate was filtered off, and the solvent was removed under reduced pressure. The residue was washed with acetone, and the white precipitate was filtered off and dried under reduced pressure (oil pump) until constant weight. Yield 1.6 g (71percent), mp >250°C. IR spectrum, ν,cm–1: 3143 (NH2), 1699 (C=C), 1029 (P=O). 1H NMRspectrum (DMSO-d6), δ, ppm: 1.24 t (6H, CH3, J =7.1 Hz), 2.55 d.t (2H, CH2, J = 18.2, 7.1 Hz), 4.004.09 m (4H, OCH2), 4.53 d.t (2H, CH2, J = 15.8,7.1 Hz), 8.15 s (1H, Harom), 8.24 s (1H, Harom). 31P NMR spectrum (DMSO-d6): δP 27.75 ppm. Mass spectrum: m/z 300.1 [M + H]+. Found, percent: C 44.33; H 5.81; N 23.18; P 10.54. C11H18N5O3P. Calculated, percent:C 44.15; H 6.06; N 23.40; P 10.35. M 299.3. 9-Ethyl-9H-purin-6-amine (2). The filtrate obtained after separation of compound 1 was left to stand for 12 h. The crystalline solid precipitated therefrom was filtered off and dried under reduced pressure (oil pump) until constant weight. Yield 0.1 g (9percent), mp 94-96°C. IR spectrum, ν, cm–1: 3270, 3105 (NH2), 1673 (C=C). 1H NMR spectrum (CDCl3), δ, ppm: 1.10 t(3H, CH3, J = 7.4 Hz), 3.67 q (2H, CH2, J = 7.3 Hz),7.48 s (1H, Harom), 7.53 s (1H, Harom). Mass spectrum: m/z 202 [M + K]+. Found, percent: C 51.68; H 5.70;N 43.17. C7H9N5. Calculated, percent: C 51.52; H 5.56;N 42.92. M 163.
Reference: [1] Russian Journal of Organic Chemistry, 2018, vol. 54, # 6, p. 938 - 942[2] Zh. Org. Khim., 2018, vol. 54, # 6, p. 932 - 935,4
  • 2
  • [ 5324-30-1 ]
  • [ 999-82-6 ]
Reference: [1] Synthesis, 2001, # 4, p. 553 - 554
[2] Journal of the American Chemical Society, 1965, vol. 87, p. 679 - 680
[3] Synthetic Communications, 2003, vol. 33, # 21, p. 3781 - 3788
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