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[ CAS No. 86169-24-6 ] {[proInfo.proName]}

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Chemical Structure| 86169-24-6
Chemical Structure| 86169-24-6
Structure of 86169-24-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 86169-24-6 ]

CAS No. :86169-24-6 MDL No. :MFCD03426347
Formula : C8H8ClNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 185.61 Pubchem ID :-
Synonyms :

Safety of [ 86169-24-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 86169-24-6 ]

* 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 [ 86169-24-6 ]
  • Downstream synthetic route of [ 86169-24-6 ]

[ 86169-24-6 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 86169-24-6 ]
  • [ 29270-30-2 ]
YieldReaction ConditionsOperation in experiment
73% With hydrogen bromide; sodium nitrite In water at 0℃; for 7.33333 h; A 100-mL round bottom flask was charged with 2-amino-2-(2- chlorophenyl)acetic acid (2.22 g, 11.9 mmol) and 6 N HBr (40 mL). Sodium nitrite (1.57 g, 22.8 mmol) was added portionwise at 0 0C over 1 h 20 min. After 6 h, the reaction mixture was poured onto water and extracted with 3:1 Et2OZEtOAc (3x 80 mL). The combined organic layers were washed with water, sodium thiosulfate (2 x 50 mL), water, brine, dried over MgSO4. After purification by flash chromatography (75:25:0.5:0.35 hexanes/ethyl acetate/acetic acid/methanol), the title compound was obtained as a solid (2.161 g), 73percent yield over two steps.1H NMR (400 MHz, CDCl3) δ 11.58 (br s, IH), 7.77 (m, IH), 7.40 (m, IH), 7.31 (m, 2H), 5.94 (s, IH); 13C NMR (100 MHz, CDCl3) δ 174.0, 133.5, 133.2, 131.3, 130.0, 130.0, 127.9, 42.7.
Reference: [1] Patent: WO2009/86264, 2009, A1, . Location in patent: Page/Page column 243
[2] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 542 - 559
  • 2
  • [ 24424-99-5 ]
  • [ 86169-24-6 ]
  • [ 313490-25-4 ]
Reference: [1] Tetrahedron Asymmetry, 2010, vol. 21, # 17, p. 2136 - 2141
  • 3
  • [ 86169-24-6 ]
  • [ 141109-17-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 23, p. 6795 - 6802
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