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CAS No. : | 91-95-2 | MDL No. : | MFCD00007725 |
Formula : | C12H14N4 | Boiling Point : | - |
Linear Structure Formula : | (NH2)2C6H3C6H3(NH2)2 | InChI Key : | HSTOKWSFWGCZMH-UHFFFAOYSA-N |
M.W : | 214.27 | Pubchem ID : | 7071 |
Synonyms : |
3,3′-Diaminobenzidine
|
Chemical Name : | [1,1'-Biphenyl]-3,3',4,4'-tetraamine |
Signal Word: | Danger | Class: | N/A |
Precautionary Statements: | P201-P202-P264-P270-P280-P301+P312+P330-P305+P351+P338-P308+P313-P337+P313-P405-P501 | UN#: | N/A |
Hazard Statements: | H302-H319-H341-H350 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
With methanesulfonic acid; phosphorus pentoxide; at 130℃; for 5h; | [Example]; 3.756g (10.430 mmol) of 3,3'-diaminobenzidine tetrahydrochloride dehydrate and 4.430g (20.854 mmol) of <strong>[67515-55-3]4-fluoro-3-(trifluoromethyl) benzoic acid</strong> were dissolved in 50D of PPMA(phosphorous pentoxide/methansulfonic acid), followed by reaction at 130C for 5 hours. The reaction solution was poured in 1 M of sodium hydroxide. The precipitate was filtered and the filtrate was washed with hot distilled water several times. The filtrate was dried at 100C in a vacuum oven for over 12 hours, followed by recrystalization with ethanol, resulting in 5.05 g of pure benzimidazole (2,2'-bis(4-fluoro-3-(trifluoromethyl)) -5,5'-bibenzimidazole). The reaction formula is shown below. The chemical structure of the obtained benzimidazole was confirmed by 'H-NMR.'H-NMRflDMSO-d ): 8.18-8.07(m, 2H), 7.45(d, 1H), 7.35-7.23(m, 2H), 7.19-7.12(m, 1H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With triethylamine; In acetonitrile; at 20℃; for 48h;Inert atmosphere; | 2.00 g (11.83 mmol) 2-chloro-l,3~dimethyl-4,5-dihydro-lH-imidazol-3-ium chloride (II) in 10 mL acetonitrile were added to a suspension of 0.61 g (2.85 mmol) biphenyl-3,3',4,41- tetraamine in 20 mL acetonitrile and 4.6 mL triethylamme under argon atmosphere. The mixture was stirred for 2 days at room temperature. After filtration of the precipitate and distillation of the solvent, the residue was suspended in 2 M sodium hydroxide solution and stirred for 5 minutes at 45 °C. 1.17 g (1.95 mmol; 68 percent) off-white solid were obtained after filtration, washing with water and drying in vacuo. The product was purified, by gradient sublimation for analytical characterisation. |