2-[(3-Bromophenyl)amino]benzoic acid
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2-[(3-Bromophenyl)amino]benzoic acid
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CAS No:
13278-39-2
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Formula:
C13H10BrNO2
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Chemical Name:
2-[(3-Bromophenyl)amino]benzoic acid
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Synonyms:
Benzoic acid,2-[(3-bromophenyl)amino]-;Anthranilic acid,N-(m-bromophenyl)-;2-[(3-Bromophenyl)amino]benzoic acid;N-(m-Bromophenyl)anthranilic acid;2-(3-Bromophenylamino)benzoic acid;2-(3-Bromoanilino)benzoic acid
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CAS No:
Characteristics
49.3
5.6
1.586±0.06 g/cm3(Predicted)
169-170 °C
419.1±30.0 °C(Predicted)
207.2±24.6 °C
1.688
2-[(3-Bromophenyl)amino]benzoic acid Use and Manufacturing
34.7 g (118.78 mmol) of the compound [132-2] and 347 g of PPA were placed in a 3 L reaction flask and stirred at 115 C for 24 hours under a nitrogen atmosphere. After completion of the reaction given into 1700ml of distilled water slowly warm conditions to produce a yellow crystal. In warm conditions Ammonia water was added to adjust the pH to 7, and the solid was filtered, washed with water and dried to obtain 31.8 g (97.8 wt%) of intermediate compound [132-3] as a yellow solid.34.7 g (118.78 mmol) of the compound [132-2] was added to a 3 L reaction flask.After 347 g of PPA, it was stirred at a temperature of 115 C for 24 hours under a nitrogen atmosphere.After the reaction was completed, 1700 ml of distilled water was slowly added under a slight temperature.A yellow crystal is formed. In the state of lukewarm, add ammonia to adjust the pH to 7, After filtration and washing with water, 31.8 g (97.8 weight percent) was prepared.Intermediate compound of yellow solid [132-3].A 3L reaction flask was charged with compound [132-1] 39.5 g (129.02 mmol) of After adding 1.2 L of tetrahydrofuran, add 400 ml of methanol and 400 ml of distilled water in a nitrogen atmosphere, and add 12.4 g (516.08 mmol) of lithium hydroxide. And the mixture was stirred at room temperature for 6 hours. After completion of the reaction, the reaction product is distilled off under reduced pressure, diluted with distilled water, acidified with 1N hydrochloric acid, and the solid is filtered and washed with water. After drying, 34.7 g (92 wt%) of a pale yellow intermediate compound [132-2] was prepared.After 39.5 g (129.02 mmol) of the compound [132-1] was placed in a 3 L reaction flask, After adding 1.2 L of tetrahydrofuran, under a nitrogen atmosphere, After adding 400 ml of methanol and 400 ml of distilled water, 12.4 g (516.08 mmol) of lithium hydroxide was added. Stir at room temperature for 6 hours.After the reaction is completed, the reactant is subjected to distillation under reduced pressure, and then, After diluting with distilled water, After acidification with 1 N hydrochloric acid, the solid was filtered and washed with water.After drying, 34.7 g (92% by weight) was prepared.Light yellow intermediate compound [132-2].
Computed Properties
Molecular Weight:292.13
XLogP3:5.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:290.98949
Monoisotopic Mass:290.98949
Topological Polar Surface Area:49.3
Heavy Atom Count:17
Complexity:272
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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