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[ CAS No. 943189-21-7 ] {[proInfo.proName]}

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Chemical Structure| 943189-21-7
Chemical Structure| 943189-21-7
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CAS No. :943189-21-7 MDL No. :MFCD20524868
Formula : C10H11Cl2NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 264.11 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 943189-21-7 ]

* 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 [ 943189-21-7 ]
  • Downstream synthetic route of [ 943189-21-7 ]

[ 943189-21-7 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 943189-21-7 ]
  • [ 872509-56-3 ]
YieldReaction ConditionsOperation in experiment
76% With water; potassium hydroxide In ethanol at 90℃; for 48 h; After adding a 2 N potassium hydroxide aqueous solution (400 mE) to a solution of N-(2,6-dichloro-3,5- dimethoxyphenyl)acetamide (34.5 g, 131 mmol) in ethanol (600 mE), the reaction mixture was stirred at 90°C. for 2 days under reflux. The mixture solution was cooled to room temperature and stirred again for 1 hour after cooling to 0° C. using ice watet The produced solid was filtered, washed with a cold ethanol/water (1:1) mixture solvent and then dried to obtain a target compound (22.1 g, 76percent yield). ‘H NMR (400 MHz, DMSO-d5) ö 6.21 (s, 1H), 5.40 (s, 2H), 3.83 (s, 6H).
76% With potassium hydroxide In ethanol for 24 h; Reflux A solution of N-(2,6-dichloro-3,5-dimethoxy-phenyl)-acetamide (3.6 g, 13.7 mmol) in EtOH (130 mL) and KOH (2M, 75 mL) was heated to reflux for 24 hours. The reaction was cooled to 0 °C and stirred for 1 hour at this temperature. The precipitate was filtered and dried to obtain the title compound (2.3 g, yield: 76percent). 1H-NMR (400 MHz, CDC13) δ 3.90 (s, 6H), 4.57 (bs, 2H), 6.05 (s, 1H).
76% With water; potassium hydroxide In ethanol for 24 h; Reflux A solution of N-(2,6-dichloro-3,5-dimethoxy-phenyl)-acetamide (3.6 g, 13.7 mmol) in EtOH (130 mL) and KOH (2M, 75 mL) was heated to reflux for 24 hours. The reaction was cooled to 0 °C and stirred for 1 hour at this temperature. The precipitate was filtered and dried to obtain the title compound (2.3 g, yield: 76percent). 1H-NMR (400 MHz, CDC13) δ 3.90 (s, 6H), 4.57 (bs, 2H), 6.05 (s, 1H).
6.0 g With water; potassium hydroxide In ethanol for 48 h; Reflux N-(2,6-dichloro-3,5-dimethoxyphenyl)acetamide (8.5 g, 32 mmol) was dissolved in ethanol (160 mL) then a solution of potassium hydroxide (9.0 g, 160 mmol) in water (80 mL) was added. The mixture was heated to reflux and stirred for 48 hours. After the reaction was cooled to room temperature, the white precipitate was collected via filtration and washed with cold water then dried to get the desired product (6.0 g). LCMS calculated for C8H10CI2NO2 [M+H]+ m/z: 222.0; Found: 221.9.

Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7066 - 7083
[2] Patent: US2016/145240, 2016, A1, . Location in patent: Paragraph 0098; 0099
[3] Patent: WO2016/164703, 2016, A1, . Location in patent: Page/Page column 36
[4] Patent: WO2016/164754, 2016, A1, . Location in patent: Page/Page column 33
[5] Patent: WO2006/420, 2006, A1, . Location in patent: Page/Page column 157
[6] Patent: WO2007/71752, 2007, A2, . Location in patent: Page/Page column 69
[7] Patent: WO2008/8747, 2008, A1, . Location in patent: Page/Page column 36, 37, 64
[8] Patent: WO2015/57938, 2015, A1, . Location in patent: Page/Page column 35
[9] Patent: WO2016/134314, 2016, A1, . Location in patent: Page/Page column 80
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