Alternatived Products of [ 50737-29-6 ]
Product Details of [ 50737-29-6 ]
| CAS No. : | 50737-29-6 |
MDL No. : | MFCD06093407 |
| Formula : |
C10H9ClN2O
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
208.64
|
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 50737-29-6 ]
* 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.
- Downstream synthetic route of [ 50737-29-6 ]
- 1
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[ 19227-13-5 ]
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[ 79-04-9 ]
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[ 50737-29-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 95% |
With triethylamine; In benzene; for 10h;Reflux; |
General procedure: A solution of chloroacetyl chloride (0.813 g, 7.2 mmol) in benzene (10 mL) was added dropwise to a solution of benzamidoxime (2a) (2.448 g, 18.0 mmol) in benzene (100 mL) and the mixture was heated under reflux for 10 h. The reaction was monitored by TLC. The reaction mixture was concentrated in vacuo, and the crude residue was purified by flash column chromatography (FCC) using n-hexane:ethyl acetate (2:1) mixture to give(3a) as a white solid (1.245 g, 89%). |
Reference：
[1]European Journal of Medicinal Chemistry,2012,vol. 48,p. 296 - 304
[2]Turkish Journal of Chemistry,2014,vol. 38,p. 739 - 755
[3]Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 3011 - 3017
[4]Russian Journal of Organic Chemistry,2020,vol. 56,p. 698 - 705
Zh. Org. Khim.,
- 2
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[ 18469-52-8 ]
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[ 50737-29-6 ]
-
methyl 4-((((3-(p-tolyl)-1,2,4-oxadiazol-5-yl)methyl)amino)methyl)benzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 68% |
With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 40℃; for 8h; |
General procedure: To DMF (50 mL) were added <strong>[18469-52-8]methyl 4-(aminomethyl)benzoate</strong> (0.015 mol) and K2CO3 (0.025 mol) [45]. The compounds 4a-4j (0.01 mol) in DMF (15 mL) were added dropwise at 0 C over a period of 0.5 h to the stirred reaction mixture, and the reaction was allowed to stir at 40 C for 8 h, then poured slowly into ice water (200 mL) while stirring constantly, and extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (2×50 mL) and dried with Na2SO4. Ethyl acetate was evaporated under reduced pressure to yield the crude products, which were chromatographed on silica gel using ethyl acetate/petroleum ether as an eluent to afford the products 5a-5j. |
- 3
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[ 50737-29-6 ]
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[ 578-95-0 ]
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10-(3-p-tolyl[1,2,4]oxadiazol-5-ylmethyl)-10H-acridin-9-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 76% |
Stage #1: 10H-acridin-9-one With potassium <i>tert</i>-butylate In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 3-(4-methylphenyl)-5-(chloromethyl)-1,2,4-oxadiazole In dimethyl sulfoxide at 20℃; for 3h; |
5.4. General procedure for the synthesis of 10-(3-aryl-[1,2,4]oxadiazol-5-ylmethyl)-10H-acridin-9-one derivatives 11a-n
General procedure: A suspension of acridone derivative 4 (0.5 mmol) and potassiumtert-butoxide (0.07 mmol) in DMSO (0.5 ml) was stirred at roomtemperature for 30 min. Then, the mixture was added to a solutionof 3-aryl-5-(chloromethyl)-1,2,4-oxadiazole derivative 10 (1 mmol)in DMSO (2 ml) and the reaction mixture was stirred at roomtemperature for 3 h. After that, it was poured into crushed ice andthe aqueous solution was extracted with dichloromethane(3 x 10 ml), washed with water, and dried over Na2SO4. The solventwas evaporated under reduced pressure and the residue was purifiedby flash chromatography on silica gel eluting with petroleumether/ethyl acetate (9:1) to obtain pure products (55-70%). |
Reference：
[1]Mohammadi-Khanaposhtani, Maryam; Shabani, Mohammad; Faizi, Mehrdad; Aghaei, Iraj; Jahani, Reza; Sharafi, Zainab; Shamsaei Zafarghandi, Narges; Mahdavi, Mohammad; Akbarzadeh, Tahmineh; Emami, Saeed; Shafiee, Abbas; Foroumadi, Alireza
[European Journal of Medicinal Chemistry, 2016, vol. 112, p. 91 - 98]
- 4
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[ 7497-52-1 ]
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[ 50737-29-6 ]
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2-chloro-10-(3-p-tolyl[1,2,4]oxadiazol-5-ylmethyl)-10H-acridin-9-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 69% |
|
General procedure: A suspension of acridone derivative 4 (0.5 mmol) and potassiumtert-butoxide (0.07 mmol) in DMSO (0.5 ml) was stirred at roomtemperature for 30 min. Then, the mixture was added to a solutionof 3-aryl-5-(chloromethyl)-1,2,4-oxadiazole derivative 10 (1 mmol)in DMSO (2 ml) and the reaction mixture was stirred at roomtemperature for 3 h. After that, it was poured into crushed ice andthe aqueous solution was extracted with dichloromethane(3 x 10 ml), washed with water, and dried over Na2SO4. The solventwas evaporated under reduced pressure and the residue was purifiedby flash chromatography on silica gel eluting with petroleumether/ethyl acetate (9:1) to obtain pure products (55-70%). |
- 5
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[ 65639-43-2 ]
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[ 50737-29-6 ]
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[ 2846432-85-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 95% |
With potassium carbonate In acetonitrile at 80℃; Inert atmosphere; |
|
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