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CAS No. : | 39070-63-8 | MDL No. : | MFCD00007727 |
Formula : | C13H12N2O | Boiling Point : | - |
Linear Structure Formula : | C6H5COC6H3(NH2)2 | InChI Key : | RXCOGDYOZQGGMK-UHFFFAOYSA-N |
M.W : | 212.25 | Pubchem ID : | 135520 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
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* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1,4-dioxane; for 0.5h;Reflux; | The solution of commercial 3,4-diaminobenzophenone (0.43 g) and 3-(4- chlorophenyl)glutaric anhydride (0.45 g) in 1,4-dioxane (3 ml) was stirred under reflux for 0.5 h. 4M HCI in 1,4-dioxane (3 ml) was added and the solution is further heated to reflux for 2.5 h. After cooling to rt the precipitate is collected by suction filtration and washed with 1,4-dioxane and diethyl ether. The crude is recrystallised from acetic acid to give 4-(5-benzoyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCI (0.64 g) as light brown solid.1H-NMR (500 MHz, DMSOd5)): delta (ppm) = 2.74 (dd, J = 16.2, 8.6 Hz, IH), 2.85 (dd, J = 16.2, 6.1 Hz, IH), 3.50 (dd, J = 15.0, 9.1 Hz, IH), 3.60 (dd, J = 15.0, 6.9 Hz, IH), 3.91 (m, IH), 7.32 (d, J = 8.5 Hz, 2H), 7.39 (d, J = 8.5 Hz, 2H), 7.58 (t, J = 7.6 Hz, 2H), 7.70 (t, J = 7.4 Hz, IH), 7.75 (dd, J = 8.3, 1.3 Hz, 2H), 7.83 (dd, J = 8.6, 1.5 Hz, IH), 7.86 (d, J = 8.6 Hz, IH), 8.01 (d, J = 1.4 Hz, IH). 13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 32.83 (CH2), 39.17 (CH), 39.67 (CH2), 113.91 (CH), 115.78 (CH), 126.51 (CH), 128.37 (2 CH), 128.52 (2 CH), 129.19 (2 CH), 129.54 (2 CH), 131.02 (C), 131.46 (C), 132.70 (CH), 133.79 (C), 133.95 (C), 136.90 (C), 140.75 (C), 154.47 (C), 172.14 (CO), 194.71 (CO). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
The solution of commercial 3,4-diaminobenzophenone (0.43 g) and <strong>[53911-68-5]3-(4-chlorophenyl)glutaric anhydride</strong> (0.45 g) in 1,4-dioxane (3 ml) was stirred under reflux for 0.5 h. 4M HCl in 1,4-dioxane (3 ml) was added and the solution is further heated to reflux for 2.5 h. After cooling to rt the precipitate is collected by suction filtration and washed with 1,4-dioxane and diethyl ether. The crude is recrystallised from acetic acid to give 4-(5-benzoyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCl (0.64 g) as light brown solid.1H-NMR (500 MHz, DMSO-d6)): delta (ppm)=2.74 (dd, J=16.2, 8.6 Hz, 1H), 2.85 (dd, J=16.2, 6.1 Hz, 1H), 3.50 (dd, J=15.0, 9.1 Hz, 1H), 3.60 (dd, J=15.0, 6.9 Hz, 1H), 3.91 (m, 1H), 7.32 (d, J=8.5 Hz, 2H), 7.39 (d, J=8.5 Hz, 2H), 7.58 (t, J=7.6 Hz, 2H), 7.70 (t, J=7.4 Hz, 1H), 7.75 (dd, J=8.3, 1.3 Hz, 2H), 7.83 (dd, J=8.6, 1.5 Hz, 1H), 7.86 (d, J=8.6 Hz, 1H), 8.01 (d, J=1.4 Hz, 1H).13C-NMR and DEPT (125 MHz, DMSO-d6): delta (ppm)=32.83 (CH2), 39.17 (CH), 39.67 (CH2), 113.91 (CH), 115.78 (CH), 126.51 (CH), 128.37 (2CH), 128.52 (2CH), 129.19 (2CH), 129.54 (2CH), 131.02 (C), 131.46 (C), 132.70 (CH), 133.79 (C), 133.95 (C), 136.90 (C), 140.75 (C), 154.47 (C), 172.14 (CO), 194.71 (CO). |
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