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[ CAS No. 2510-23-8 ]

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Chemical Structure| 2510-23-8
Chemical Structure| 2510-23-8
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Product Details of [ 2510-23-8 ]

CAS No. :2510-23-8 MDL No. :MFCD02177459
Formula : C7H5N Boiling Point : 170.5°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :103.12 g/mol Pubchem ID :186003
Synonyms :

Safety of [ 2510-23-8 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P210-P240-P241-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 UN#:1325
Hazard Statements:H228-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2510-23-8 ]

  • Upstream synthesis route of [ 2510-23-8 ]
  • Downstream synthetic route of [ 2510-23-8 ]

[ 2510-23-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 2510-23-8 ]
  • [ 124-38-9 ]
  • [ 59608-01-4 ]
YieldReaction ConditionsOperation in experiment
78%
Stage #1: at 40℃; for 2 h; Schlenk technique
Stage #2: With hydrogenchloride In waterSchlenk technique
General procedure: The terminal alkyne (1.0 mmol) was added to a mixtureof HSi(OEt)2Me (5.0 mmol) and KOtBu (1.5 mmol) in a10 mL Schlenk tube with a magnetic stirrer. The Schlenktube was evacuated and back-filled with CO2 for 3 times.After a CO2 ballon was connected, the reactor was moved toa water bath of 40 °C. After being stirred for 2 h, the reactionmixture was diluted with water (30 mL), and was extractedwith CH2Cl2 (3×10 mL). The aqueous layer was acidifiedwith aqueous HCl (6 M) and then extracted with diethylether (5×20 mL). The combined organic extracts were driedover Na2SO4 and concentrated under vacuum to give the purepropiolic acid (such as compound 3-phenylpropiolic acid(3a): 98percent).
Reference: [1] Science China Chemistry, 2018, vol. 61, # 4, p. 449 - 456
  • 2
  • [ 2510-23-8 ]
  • [ 59608-01-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1981, vol. 18, # 3, p. 519 - 523
[2] Patent: WO2008/14311, 2008, A2, . Location in patent: Page/Page column 151
  • 3
  • [ 2510-23-8 ]
  • [ 4648-54-8 ]
  • [ 120241-79-4 ]
YieldReaction ConditionsOperation in experiment
64% With copper(l) iodide In methanol; N,N-dimethyl-formamide at 100℃; for 12 h; Inert atmosphere To a solution of 3-ethynylpyridine (0.20 g, 1.94 mmol, 1 eq) in DMF/MeOH 9:1 (4.0 mL), CuI (0.02 g, 0.097 mmol, 0.05 eq) and trimethylsilylazide (0.38 mL, 2.91 mmol, 1.5 eq) were added.
The reaction was heated at 100 °C for 12 h under nitrogen.
After cooling, the reaction was filtered off through a Celite pad and washed with EtOAc.
Evaporation of the solvent gave a residue which was purified by column chromatography, using PE/EtOAc 3:7 and then EtOAc to give 2 as a white solid after crystallization with EtOAc (0.18 g, 64percent).
Mp 187-192 °C. 1H NMR (300 MHz, CD3OD) δ 9.03 (s, 1-H), 8.51 (d, J = 3.7 Hz, 1-H), 8.29-8.27 (m, 2-H), 7.54-7.50 (m, 1-H); 13C NMR (75 MHz, CD3OD) δ 148.3, 146.1, 143.1, 133.9, 127.3, 124.3; MS (ESI) m/z 147 (M + H)+; IR (KBr) 3467, 3118, 1637, 1560, 1434, 1311, 1134 cm-1. Anal. Calcd for C7H6N4: C, 57.53; H, 4.14; N, 38.34. Found: C, 57.67; H, 4.25; N, 38.10.
Reference: [1] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 58 - 66,9
  • 4
  • [ 2510-23-8 ]
  • [ 120241-79-4 ]
Reference: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5270 - 5290
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