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CAS No. : | 534-85-0 | MDL No. : | MFCD00007685 |
Formula : | C12H12N2 | Boiling Point : | - |
Linear Structure Formula : | C6H4(NH2)(NHC6H5) | InChI Key : | NFCPRRWCTNLGSN-UHFFFAOYSA-N |
M.W : | 184.24 | Pubchem ID : | 68297 |
Synonyms : |
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Chemical Name : | N1-Phenylbenzene-1,2-diamine |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | 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 triethylamine; In dichloromethane; at 20℃; for 3.5h;Cooling with ice; | 2-aminodiphenylamine 20mmol was placed in a three-necked flask. To this was added 25mL of anhydrous dichloromethane and 5mL triethylamine. it was then placed in an ice bath under stirring. <strong>[5555-00-0]2-methyl-3-furoyl chloride</strong> was slowly added dropwise with a constant pressure funnel for 30min. It was then naturally warmed to room temperature. For 3h completion of the reaction. Resulting salt was removed by suction. The combined organic phases were washed with saturated NaHCO3 solution 3 times respectively and washed with water three times. Liquid was separated. Dried over anhydrous Na2SO4. The solvent was removed by rotary evaporation to give crude oily liquid. At atmospheric pressure silica gel column (Eluent: petroleum ether: ethyl acetate = 50: 1 (V / V)) to give Compound 1. | |
With triethylamine; In dichloromethane; at 20℃; for 2h; | To a solution of compounds 4a-j (0.02 mol) in triethylamine (5 mL) and dichloromethane (15 mL)in an ice bath, freshly prepared 3-furoyl chloride was added dropwise and theresulting mixture was stirred at room temperature for 2 hours. The mixture wasthen filtered, successively washed with aqueous sodium hydroxide (5%, 3 x 15mL) and water (2 x 15 mL). The organic phase wasthen dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to remove dichloromethane.Finally, the residue was purified by column chromatography to yield the finaltarget compounds 5a-j.4 2-methyl-N-(2-(phenylamino)phenyl)furan-3-carboxamide(5a).Yield, 62.8 %; white solid; mp, 133.8-134.6 ; 1HNMR (400 MHz, DMSO) delta 9.25 (s, 1H), 7.60 - 7.52 (m, 2H), 7.44 (s, 1H), 7.30 (dd, J =8.1, 1.1 Hz, 1H), 7.20 (d, J = 7.5 Hz, 1H), 7.19 - 7.12 (m, 2H), 7.04 -6.97 (m, 1H), 6.91 (s, 1H), 6.89 (s, 1H), 6.87 (d, J = 1.7 Hz, 1H), 6.79(t, J = 7.3 Hz, 1H), 2.53 (d, J = 3.3 Hz, 3H). 13C NMR(400 MHz, DMSO): delta 161.70, 156.40, 143.87, 140.53, 136.28, 128.89, 125.75, 125.54, 121.53,120.01, 119.19, 116.05, 109.23, 13.05. ESI MS: m / z 314.98 [M + Na]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49.8 g | In a three-necked flask equipped with a water separator, a thermometer, a condenser, and a stirring device, 30 g of refined waste oil, 43.5 g of N-phenyl o-phenylenediamine, and 80 ml of xylene were added, and nitrogen was introduced, and the mixture was slowly heated to reflux at 140C. 6.5h, 190 ~ 200mmHg, vacuum distillation 2.5 ~ 3h, then under 20 ~ 25mmHg, vacuum distillation 1 ~ 2h, until no liquid outflow After cooling, add 120ml of 10% NaCl aqueous solution to the mixture and mix well, heat the mixture to 80C and insulate1h, cooling, standing for 1.5h, separating the upper oily substance with a separatory funnel, washing twice with water, separating the aqueous layer, and drying the oil phase in vacuum Dry to give an oil-soluble fat-based N-phenyl benzimidazolide cream solid corrosion inhibitor weighing 49.8 g. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With sodium thiosulfate; In water; N,N-dimethyl-formamide; at 90℃;Cooling with ice; | Phenyl o-phenylenediamine (5.24 g, 48 mmol) p-hydroxypyridinecarboxaldehyde (4.37 g, 40 mmol) was dissolved in DMF, respectively, and an aqueous solution of sodium thiosulfate (7.92 g, 40 mmol) was added in an ice bath, and heated to 90 C in an oil bath. The reaction was overnight. The reaction is over and will be reversedThe product was poured into water to give the product A4 in a yield of 82%. |
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