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CAS No. :20896-27-9 MDL No. :MFCD01034555
Formula : C9H10ClNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :ALYQFGBPEGLBLW-UHFFFAOYSA-N
M.W : 215.63 Pubchem ID :700493
Synonyms :

Safety of [ 20896-27-9 ]

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

Application In Synthesis of [ 20896-27-9 ]

* 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 [ 20896-27-9 ]
  • Downstream synthetic route of [ 20896-27-9 ]

[ 20896-27-9 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 20896-27-9 ]
  • [ 122-78-1 ]
  • [ 27492-84-8 ]
Reference: [1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7826 - 7834
  • 2
  • [ 20896-27-9 ]
  • [ 7206-70-4 ]
YieldReaction ConditionsOperation in experiment
91.4% With water; potassium hydroxide In methanolReflux; Large scale (3) the above-mentioned the resulting 4-amino-5-chloro-2-methoxybenzoic acid methyl ester and potassium hydroxide the mole ratio is that 1 : 2.2 in 7 liters of methanol and water (volume ratio of 5:2) backflow mixing in the mixed solution of 2 more than an hour, then adding activated carbon to decolorize reflux 30 minutes, followed by activated carbon filter is removed, and then reducing the the solvent turns on lathe , and adding an aqueous solution of aqueous, dropping 3mol/L PH value adjusted with hydrochloric acid to 5, a white solid separated out from the aqueous solution, filtering and drying to obtain 1.93 kg of 4-amino-5-chloro-2-methoxybenzoic acid, can be very susceptible to hydrogen spectrogram see Figure 1, the yield is 91.4percent.
Reference: [1] Patent: CN105237422, 2016, A, . Location in patent: Paragraph 0018; 0022
[2] Organic Preparations and Procedures International, 1992, vol. 24, # 1, p. 64 - 66
[3] Journal of Molecular Structure, 1988, vol. 172, p. 381 - 394
  • 3
  • [ 20896-27-9 ]
  • [ 108-24-7 ]
  • [ 4093-31-6 ]
YieldReaction ConditionsOperation in experiment
80% at 50℃; for 5 h; Step 2.
Methyl 4-acetamido-5-chloro-2-methoxybenzoate
A solution of methyl 4-amino-5-chloro-2-methoxybenzoate (28 g, 129.85 mmol) and acetic anhydride (16 g, 156.73 mmol) in AcOH (150 mL) was stirred for 5 hours at 50° C.
The reaction was concentrated in vacuo, diluted with water (150 mL), adjusted to pH 8 with aqueous sodium bicarbonate (3N), and extracted with ethyl acetate (2*200 mL).
The organic layers were combined and dried over anhydrous magnesium sulfate and concentrated in vacuo to afford methyl 4-acetamido-5-chloro-2-methoxybenzoate as a light yellow solid (27 g, 80percent).
LC/MS (ES, m/z): [M+H]+ 258.0
1H-NMR (300 MHz, CDCl3) δ 8.31 (s, 1H), 7.88 (s, 1H), 7.79 (s, 1H), 3.93 (s, 3H), 3.88 (d, J=8.4 Hz, 3H), 2.28 (s, 3H)
Reference: [1] Patent: US2012/277224, 2012, A1, . Location in patent: Page/Page column 59
  • 4
  • [ 20896-27-9 ]
  • [ 4093-31-6 ]
Reference: [1] Patent: US4863921, 1989, A,
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